Day: October 27, 2020

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, as follows.538-58-9

538-58-9, Step 1. Under a nitrogen atmosphere, add 8 L of absolute ethanol and 0.112 kg of anhydrous sodium acetate to a glass reactor heated in a water bath.When the system temperature was heated to 68 C, 0.92 kg of dibenzylideneacetone obtained in Example 1 was added.After stirring for 30 minutes, add ice to the water bath heater to quickly cool the system down to 60 C.Then, 0.2 kg of palladium dichloride prepared in Example 1 was added and reacted at 60 C for 2 hours.Funnel filtration gave bis (dibenzylideneacetone) palladium (0);

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 538-58-9, We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; Xi’an Kaili New Materials Co., Ltd.; Zhang Jielan; Chen Dan; Yan Pandun; Xiao Dawei; Li Yuefeng; Wan Kerou; (6 pag.)CN110256503; (2019); A;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

4254-15-3 A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To (S)-propane diol (4.89 g, 64.2 mmol) in DCM (20 ml_) at -20 0C (CO2/ ethylene glycol bath) was added TEA (11.2 ml_, 80.3 mmol) followed by p-toluenesulfonyl chloride (12.3 g, 64.3 mmol) in DCM (26 mL) dropwise over 30 minutes. The cold bath was allowed to expire while stirring for 26h. DCM was added and the reaction was washed with 1 N HCI, water, and brine. The organic layer was dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-40% EtOAc/Hex over 40 minutes) to provide the tosylate (8.37 g, 36 .4 mmol).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand 4254-15-3 reaction routes.

Reference£º
Patent; SCHERING CORPORATION; WO2009/5645; (2009); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

538-58-9,A common heterocyclic compound, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: A mixture of divinyl ketone (0.5 mmol), indolin-2-one (0.6 mmol)and cesium carbonate (0.5 mmol) in methylene chloride (5 mL) wasstirred at room temperature for the appropriate time. Then the resultingmixture was extracted with ethyl acetate (2 ¡Á 5 mL). The combinedorganic layers were dried over anhydrous magnesium sulfate andconcentrated under reduced pressure. The residues were isolated bycolumn chromatography using petroleum ether and ethyl acetate (v/v5 : 1) as eluent to give the pure product.2,6-Diphenylspiro[cyclohexane-1,3?-indoline]-2?,4-dione (2a): Whitesolid; m.p. 216-218 C; 1H NMR (600 MHz, CDCl3): delta 8.70 (s, 1H),7.23-7.20 (m, 3H), 7.00-6.95 (m, 6H), 6.90 (d, J = 7.3 Hz, 2H), 6.72 (t,J = 7.6 Hz, 1H), 6.56 (d, J = 7.7 Hz, 1H), 6.21 (d, J = 7.6 Hz, 1H), 3.96(t, J = 14.3 Hz, 1H), 3.80 (dd, J = 14.0, 3.7 Hz, 1H), 3.69 (t, J = 6.0 Hz,1H), 3.62 (dd, J = 16.1, 6.0 Hz, 1H), 2.99 (dd, J = 16.1, 5.9 Hz, 1H),2.72 (dd, J = 15.8, 3.4 Hz, 1H); 13C NMR (150 MHz, CDCl3): delta 211.4,180.9, 140.2, 139.9, 138.0, 130.0, 129.3, 128.2, 128.1, 128.0, 127.9,127.4, 127.2, 125.9, 121.4, 109.3, 56.0, 46.6, 45.5, 42.7, 41.9; Anal.calcd for C25H21NO2: C, 81.72; H, 5.76; N, 3.81; found: C, 81.66; H,5.78; N, 3.80%.

The chemical industry reduces the impact on the environment during synthesis, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Li, Zheng; Li, Jiasheng; Yang, Jingya; Journal of Chemical Research; vol. 41; 3; (2017); p. 168 – 171;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2,Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials.24621-61-2,A new synthetic method of this compound is introduced below.

Example 1 Preparation of (3S)-1-p-Toluenesulfonyloxy-3-triethylsilyloxy-butane (2)To a stirred solution of the (S)-(+)-1,3-butanediol 1 (1 g, 11.1 mmol), DMAP (30 mg, 0.25 mmol) and Et3N (4.6 mL, 3.33 g, 33 mmol) in anhydrous methylene chloride (20 mL) p-toluenesulfonyl chloride (2.54 g, 13.3 mmol) was added at 0 C. The reaction mixture was stirred at 4 C. for 22 h. Methylene chloride was added and the mixture was washed with water, dried (Na2SO4) and concentrated under reduced pressure. A residue was chromatographed on silica gel with hexane/ethyl acetate (8:2, then 1:1) to afford the tosylate (2.31 g, 85% yield) as a colorless oil.To a stirred solution of the tosylate (2.31 g, 9.5 mmol) and 2,6-lutidine (1.2 mL, 1.12 g, 10.5 mmol) in anhydrous methylene chloride (15 mL) triethylsilyl trifluoromethanesulfonate (2.1 mL, 2.51 g, 9.5 mmol) was added at -50 C. The reaction mixture was allowed to warm to room temperature (4 h) and stirring was continued for additional 20 h. Methylene chloride was added and the mixture was washed with water, dried (Na2SO4) and concentrated under reduced pressure. A residue was chromatographed on silica gel with hexane/ethyl acetate (97:3) to afford the product 2 (2.71 g, 80% yield) as a colorless oil:[alpha]D+18.0 (c 2.38, CHCl3); 1H NMR (400 MHz, CDCl3) delta 7.77 (2H, d, J=8.2 Hz, o-HTs), 7.33 (2H, d, J=8.2 Hz, m-HTs), 4.10 (2H, t, J=6.1 Hz, 1-H2), 3.90 (1H, m, 3-H), 2.43 (3H, s, MeTs), 1.72 (2H, m, 2-H2), 1.10 (3H, d, J=6.2 Hz, 4-H3), 0.88 (9H, t, J=8.0 Hz, 3¡ÁSiCH2CH3), 0.50 (6H, q, J=8.0 Hz, 3¡ÁSiCH2CH3); 13C NMR (100 MHz) delta 144.62 (s, p-CTs), 133.03 (s, i-CTs), 129.72 (d, m-CTs), 127.82 (d, o-CTs), 67.78 (t, C-1), 64.46 (d, C-3), 38.47 (t, C-2), 23.82 (q, C-4), 21.52 (q, MeTs), 6.71 (q, SiCH2CH3), 4.77 (t, SiCH2CH3); MS (EI) m/z 359 (5, MH+), 329 (87, M+-C2H5), 259 (100), 233 (54), 197 (50), 179 (74), 163 (40), 149 (48), 135 (38), 115 (53), 91 (71); exact mass calculated for C15H25O4SSi (M+-C2H5) 329.1243, found 329.1239.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, (S)-Butane-1,3-diol.

Reference£º
Patent; DeLuca, Hector F.; Clagett-Dame, Margaret; Plum, Lori A.; Chiellini, Grazia; Grzywacz, Pawel; US2009/170821; (2009); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

538-58-9,Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials.538-58-9,A new synthetic method of this compound is introduced below.

General procedure: To a 10 mL Schlenk tube equipped with a stir bar was charged with ketone (1 mmol), KOH (0.05 mmol), and iPrOH (3 mL). The mixture was degassed by bubbling N2, and 0.1 mol % of catalyst 2 for entry 1-10 and 0.5 mol% of 2 for entry 11-19, was added under a steady flow of N2. After removal any inorganic salts by filtration, all the volatiles were removed under reduced pressure. The pure product could be obtained by silica gel chromatography (ethyl acetate/hexane). The identity of these products have been confirmed by comparisons of the obtained spectra with those previously reported.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1,5-Diphenylpenta-1,4-dien-3-one.

Reference£º
Article; Gong, Xue; Zhang, Hong; Li, Xingwei; Tetrahedron Letters; vol. 52; 43; (2011); p. 5596 – 5600;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, as follows.538-58-9

.) Synthesis According to Inorganic Synthesis, 28, 110 (1990)The synthesis is carried out under inert gas. 2.096 g (11.73 mmol) PdCl2 and 0.686 g (11.73 mmol) NaCl are provided under argon, and 59 ml of methanol are added.Next the reaction mixtures is stirred over night for 18 hours in the sealed flask. Then the dark red-brown solution is filtered through a G3 frit under argon. No residue is evident on the frit.The filtrate solution is transferred to a 500 ml three-necked flask using 293 ml of methanol, and heated to 60 C. At this temperature, 8.563 g (36.54 mmol) dibenzylidene acetone are added under argon. Then, the addition of 17.595 g (214.49 mmol) sodium acetate is made.A voluminous, reddish solid precipitates. Subsequently, the reaction mixture is cooled to room temperature. The product is removed by filtration and washed with 300 ml of methanol, 300 ml of water, and 300 ml of acetone. The product is dried in vacuo at room temperature.Appearance: dark-brown solidSolubility Test:1.00 g of the product are dissolved in 150 ml of chloroform and stirred at room temperature for 30 minutes. The solution is then aspirated through a membrane filter. The filter is washed with 30 ml of water and 30 ml of acetone and subsequently dried over night at 45 C. in vacuo. The residue accounts for 1.4%.Result:m(product): 6.4 gYield with respect to Pd: 94CHCl3-insoluble ingredients: 1.4

According to the analysis of related databases, 1,5-Diphenylpenta-1,4-dien-3-one, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; W.C. Heraeus GmbH; US7999126; (2011); B2;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

Adding a certain compound to certain chemical reactions, such as: 24621-61-2,(S)-Butane-1,3-diol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 24621-61-2,24621-61-2

EXAMPLE INEL SynthesisPreparation of (3S)-1-p-Toluenesulfonyloxy-3-triethylsilyloxy-butane (2); To a stirred solution of the (S)-(+)-1,3-butanediol 1 (1 g, 11.1 mmol), DMAP (30 mg, 0.25 mmol) and Et3N (4.6 mL, 3.33 g, 33 mmol) in anhydrous methylene chloride (20 mL)p-toluenesulfonyl chloride (2.54 g, 13.3 mmol) was added at 0 C. The reaction mixture was stirred at 4 C. for 22 h. Methylene chloride was added and the mixture was washed with water, dried (Na2SO4) and concentrated under reduced pressure. A residue was chromatographed on silica gel with hexane/ethyl acetate (8:2, then 1:1) to afford the tosylate (2.31 g, 85% yield) as colorless oil.To a stirred solution of the tosylate (2.31 g, 9.5 mmol) and 2,6-lutidine (1.2 mL, 1.12 g, 10.5 mmol) in anhydrous methylene chloride (15 mL) triethylsilyl trifluoromethanesulfonate (2.1 mL, 2.51 g, 9.5 mmol) was added at -50 C. The reaction mixture was allowed to warm to room temperature (4 h) and stirring was continued for additional 20 h. Methylene chloride was added and the mixture was washed with water, dried (Na2SO4) and concentrated under reduced pressure. A residue was chromatographed on silica gel with hexane/ethyl acetate (97:3) to afford the product 2 (2.71 g, 80% yield) as a colorless oil:[alpha]D+18.0 (c 2.38, CHCl3); 1H NMR (400 MHz, CDCl3) delta7.77 (2H, d, J=8.2 Hz, o-HTs), 7.33 (2H, d, J=8.2 Hz, m-HTs), 4.10 (2H, t, J=6.1 Hz, 1-H2), 3.90 (1H, m, 3-H), 2.43 (3H, s, McTs), 1.72 (2H, m, 2-H2), 1.10 (3H, d, J=6.2 Hz, 4-H3), 0.88 (9H, t, J=8.0 Hz, 3¡ÁSiCH2CH3), 0.50 (6H, q, J=8.0 Hz, 3¡ÁSiCH2CH3); 13C NMR (100 MHz) delta 144.62 (s, p-CTs), 133.03 (s, i-CTs), 129.72 (d, m-CTs), 127.82 (d, o-CTs), 67.78 (t, C-1), 64.46 (d, C-3), 38.47 (t, C-2), 23.82 (q, C-4), 21.52 (q, MeTs), 6.71 (q, SiCH2CH3), 4.77 (t, SiCH2CH3); MS (EI) m/z 359 (5, MH+), 329 (87, M+ -C2H5), 259 (100), 233 (54), 197 (50), 179 (74), 163 (40), 149 (48), 135 (38), 115 (53), 91 (71); exact mass calculated for C15H25O4SSi (M+ -C2H5) 329.1243, found 329.1239.

According to the analysis of related databases, 24621-61-2, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; US2007/191316; (2007); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 24621-61-2,(S)-Butane-1,3-diol, as follows.24621-61-2

e) (S)-4-Triisopropylsilanvloxv-butan-2-olTriethylamine (1.173 g) is added dropwise to a solution of 2.246 g triisopropylchlorosilaneand 1 g (S)-(+)-1,3-butanediol in 15 ml of dry tetrahydrofuran. The mixture is stirred for 48hours at room temperature, then is diluted with 400 ml of tert-butyl methyl ether and washedrespectively with 30 mM N HCI, 50 ml water and 50 ml of brine. The organic phase is dried(sodium sulphate), filtered and evaporated to dryness. The residue is purified by means offlash column chromatography (SiO2 60F) to provide the title compound as a colorless oil.Rf = 0.31 (EtOAc- heptane 1:5).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (S)-Butane-1,3-diol, and friends who are interested can also refer to it.

Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2006/5741; (2006); A2;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 4254-15-3,(S)-Propane-1,2-diol, as follows.4254-15-3

(S)-Methylethylene Bis(methylsulfonate), CAS 270577-16-7, Compound A Scheme 1,was prepared from (S)-(+)-1,2-propanediol (CAS 4254-15-3, Sigma Aldrich Chemical Company) and methane sulfonyl chloride (CAS 124-63-O, Sigma Aldrich Chemical Company) according to the procedure of T. Harada, T. Mai, T. Tuyet, and A. Oku, Organic Letters (2000), 2(9), 1319-1322.

According to the analysis of related databases, (S)-Propane-1,2-diol, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Kent State University; Kent Displays Incorporated; US2012/273725; (2012); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24621-61-2,(S)-Butane-1,3-diol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.24621-61-2

Example 7A (2S)-4-((tert-butyl(dimethyl)silyl)oxy)-2-butanol A 0 C. solution of (S)-(+)-1,3-butanediol (2.1 g, 23.3 mmol), imidazole (1.74 g, 25.6 mmol), and N,N-dimethylformamide (1.0 mL) in dichloromethane (40 mL) was treated with tert-butyl-dimethylsilyl chloride (3.68 g, 23.3 mmol). The reaction mixture was warmed to room temperature, stirred overnight, quenched with saturated aqueous ammonium chloride and extracted with dichloromethane. The combined dichloromethane layers were dried (MgSO4), filtered and concentrated to afford of the desired product of sufficient purity for subsequent use without further purification in near quantitative yield. MS (DCI/NH3) m/z 205 (M+H)+; 1H NMR (300 MHz, CDCl3) delta3.95 (m, 1H), 3.79 (m, 2H), 3.27 (br s, 1H), 1.56 (m 2H), 1.11 (d, 3H), 0.82 (s, 9H), 0.016 (s, 6H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, (S)-Butane-1,3-diol.

Reference£º
Patent; Bennani, Youssef L.; Black, Lawrence A.; Dwight, Wesley J.; Faghih, Ramin; Gentles, Robert G.; Liu, Huaqing; Phelan, Kathleen M.; Vasudevan, Anil; Zhang, Henry Q.; US2001/49367; (2001); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate