Category: 24056-34-6

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. 24056-34-6, name is 4-Hydroxycyclohexanecarbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 24056-34-6

a 4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]cyclohexanecarbonitrile To a solution maintained at 10 C., under nitrogen, of 11 g (87.8 mmoles) of 4-hydroxycyclohexanecarbonitrile (prepared according to Praefcke K. and Schmidt D., Z. Naturforsch (1980) 35b, 1451-4) in 50 ml of N,N-dimethylformamide, there is added dropwise 26.6 g (96.8 mmoles) of 1,1-dimethylethyldiphenylsilyl chloride, then by portions, 13.1 g (190 mmoles) of imidazole. Stirring is continued at room temperature during 3 days, before pouring the reaction mixture in water saturated with NaCl. The product is extracted with a hexane-ether (1:1) mixture. The organic phase is washed with a N HCl solution, then with water saturated with NaCl, before drying and concentration. The residue is purified by chromatography on a column of silica in dichloromethane to give 26.5 g (yield=85.9%) of a colorless thick oil. I.R. (film): nu (C N)=2240 cm-1. N.M.R. (CDCl3): delta=0.7 (9H,s); 0.9-1.90 (8H,m); 2.1 (1H,m); 3.35 (1H,m); 6.8-7.45 (10H,m).

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

Reference:
Patent; Lipha Lyonnaise Industrielle Pharmaceutique; US5387709; (1995); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 24056-34-6, A common heterocyclic compound, 24056-34-6, name is 4-Hydroxycyclohexanecarbonitrile, molecular formula is C7H11NO, 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 a mixture of 4-hydroxycyclohexane-l-carbonitrile (1.5 g, 12 mmol) and pyridine (1.16mL, 14.4 mmol) in DCM (30 mL) was added triflic anhydride (2.7 mL, 14.4 mmol) at about -20 C. The solution was then kept at -5 to 0 C by an ice-salt bath. After lhr, the mixture was diluted with hexane (double the volume of DCM) and filtered through a pad of Celite. The solvent was evaporated to afford the crude triflates that were used directly for the coupling reaction

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

Reference:
Patent; GENENTECH, INC.; NEWLINK GENETICS CORPORATION; PEI, Zhonghua; PARR, Brendan; LIU, Wendy; PASTOR, Richard; GAZZARD, Lewis; JAIPURI, Firoz; KUMAR, Sanjeev; POTTURI, Hima; WU, Guosheng; LIN, Xingyu; CHU, Yanyan; YUEN, Po-wai; (149 pag.)WO2019/6047; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 24056-34-6, name is 4-Hydroxycyclohexanecarbonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H11NO

a 4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]cyclohexanecarbonitrile To a solution maintained at 10 C., under nitrogen, of 11 g (87.8 mmoles) of 4-hydroxycyclohexanecarbonitrile (prepared according to Praefcke K. and Schmidt D., Z. Naturforsch (1980) 35b, 1451-4) in 50 ml of N,N-dimethylformamide, there is added dropwise 26.6 g (96.8 mmoles) of 1,1-dimethylethyldiphenylsilyl chloride, then by portions, 13.1 g (190 mmoles) of imidazole. Stirring is continued at room temperature during 3 days, before pouring the reaction mixture in water saturated with NaCl. The product is extracted with a hexane-ether (1:1) mixture. The organic phase is washed with a N HCl solution, then with water saturated with NaCl, before drying and concentration. The residue is purified by chromatography on a column of silica in dichloromethane to give 26.5 g (yield=85.9%) of a colorless thick oil. I.R. (film): nu (C N)=2240 cm-1. N.M.R. (CDCl3): delta=0.7 (9H,s); 0.9-1.90 (8H,m); 2.1 (1H,m); 3.35 (1H,m); 6.8-7.45 (10H,m).

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

Reference:
Patent; Lipha Lyonnaise Industrielle Pharmaceutique; US5387709; (1995); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 24056-34-6 as follows. SDS of cas: 24056-34-6

6.4 g (51.1 mmol) of 4-hydroxy-cyclohexanecarbonitrile (121) were dissolved in 120 ml_ of dichloromethane, cooled to 0 0C and 14.9 nriL (13.7 g, 128 mmol) of 2,6-lutidine and 15.4 ml_ (14.9 g, 56.2 mmol) of tert-butyldimethylsilyltrifluoromethanesulfonate were added. The reaction mixture was stirred for 16h at room temperature, then additional 5.0 ml_ of tert-butyldimethylsilyltrifluoromethanesulfonate were added and stirring continued for 1 h. The reaction mixture was diluted with 100 ml_ of dichloromethane and washed with 100 ml_ of water, 80 mL of saturated aqueous sodium bicarbonate solution and 50 mL of brine. The organic phase was dried over magnesium sulphate, filtered, concentrated in vacuo and purified by silica gel chromatography (heptanes:ethyl acetate) to give 9.76 g of the desired product. Rt = 0.95 min (Method 18). Detected mass: 240.1 (M+H+).

According to the analysis of related databases, 24056-34-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; WO2009/156100; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 24056-34-6, name is 4-Hydroxycyclohexanecarbonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Into a 1-L 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 119.2 (10 g, 79.89 mmol, 3.00 equiv), FeCl3 (435 mg, 0.10 equiv). 119.3 (4.5 g, 26.76 mmol, 1.00 equiv) was added to the solution below 10 C. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 50 ml of water. The resulting solution was extracted with 2×500 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5). This resulted in 2 g (25%) of 119.4 as colorless oil.

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

Reference:
Patent; Gilead Apollo, LLC; Ghosh, Shomir; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Leit De Moradei, Silvana Marcel; (290 pag.)US2017/166584; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts