辛基酰苯

反应条件: temp:2.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Octanophenone (250 g) and dichloromethane (1250 mL) are charged into a round bottom flask at 25-30° C. and stirred. The mixture is cooled to −10° C. to −5° C. and triethylsilane (327.9 g) is added. A solution of titanium tetrachloride (244.1 g) in dichloromethane (1250 mL) is added over a period of 15 minutes and the obtained reaction mixture is maintained at 0-5° C. for 3 hours. The reaction mixture is filtered through a hyflo bed, washed with dichloromethane (500 mL) and the filtrate obtained is charged into a second round bottom flask. The reaction mass (filtrate) is cooled to −10° C. to −5° C. and aluminium chloride (213.2 g) is slowly added to the reaction mass over a period of 15 minutes. A solution of 3-chloropropionyl chloride (173.5 g) in dichloromethane (500 mL) is added over a period of 15 minutes and the obtained reaction mixture is maintained at −10° C. to −5° C. for 3 hours. Water (2500 mL) precooled to 0-10° C. is slowly added at the same temperature and the reaction mixture is stirred for about 1 hour at a temperature of 25-30° C. The organic layer is separated, washed with 5% sodium bicarbonate solution (1250 mL), followed by 20% brine solution (1250 mL) and the organic layer is concentrated under vacuum at 45° C. to obtain crude product (751 g). The crude product obtained and dimethyl formamide (1500 mL) are charged into a round bottom flask at 25-35° C. and stirred. Sodium nitrite (135.5 g) is added and reaction mixture is maintained at 30-35° C. for 3 hour. Water (2500 mL) and ethyl acetate (2500 mL) are added to the reaction mixture, stirred for 30 minutes. The organic layer is separated and the aqueous layer is extracted with ethyl acetate (500 mL). The organic layers are combined, washed with 5% brine solution (2×2500 mL) and concentrated under reduced pressure at 45° C. Hexane (500 mL) is added to the obtained compound and evaporated under reduced pressure at 45° C. to give the title compound. The mixture is cooled to −10° C. to −5° C. the obtained reaction mixture The reaction mixture is filtered through a hyflo bed washed with dichloromethane (500 mL) the filtrate obtained is charged into a second round bottom flask The reaction mass (filtrate) is cooled to −10° C. to −5° C. the obtained reaction mixture is maintained at −10° C. to −5° C. for 3 hours precooled to 0-10° C. is slowly added at the same temperature the reaction mixture is stirred for about 1 hour at a temperature of 25-30° C The organic layer is separated washed with 5% sodium bicarbonate solution (1250 mL) the organic layer is concentrated under vacuum at 45° C. to obtain crude product (751 g) The crude product obtained stirred reaction mixture is maintained at 30-35° C. for 3 hour stirred for 30 minutes The organic layer is separated the aqueous layer is extracted with ethyl acetate (500 mL) washed with 5% brine solution (2×2500 mL) concentrated under reduced pressure at 45° C Hexane (500 mL) is added to the obtained compound evaporated under reduced pressure at 45° C.

反应条件: temp:5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Octanophenone (50 g), dichloromethane (250 mL), and triethylsilane (69.77 g) are charged into a round bottom flask, stirred, and cooled to 0-10° C. Titanium tetrachloride (55.7 g) in dichloromethane (250 mL) is added to the reaction mixture over 30-35 minutes at temperature below 10° C. and the reaction mixture is stirred at a temperature of 25-30° C. for about 1 hour. The reaction mixture is filtered through a hyflo bed and washed with dichloromethane (100 mL). The filtrate obtained is charged into a second round bottom flask, aluminium chloride (41.6 g) is added, and the reaction mixture is cooled to 0-5° C. 3-Chloropropionyl chloride (30.47 g) in dichloromethane (50 mL) is added slowly to the reaction mixture at temperature below 5° C. and the reaction mixture is allowed to a temperature of 25-30° C. and maintained at the same temperature for about 1 hour. The reaction mixture is slowly added to water (500 mL) precooled to 0° C. and stirred. The organic layer is separated, washed with aqueous sodium bicarbonate solution (2×500 mL), water (500 mL), followed by brine solution (100 mL), dried over sodium sulphate and concentrated under reduced pressure at a temperature of about 45° C. to obtain 3-chloro-1-(4-octylphenyl)propan-1-one. the reaction mixture is stirred at a temperature of 25-30° C. for about 1 hour The reaction mixture is filtered through a hyflo bed washed with dichloromethane (100 mL) The filtrate obtained is charged into a second round bottom flask the reaction mixture is cooled to 0-5° C is allowed to a temperature of 25-30° C. maintained at the same temperature for about 1 hour precooled to 0° C. stirred The organic layer is separated washed with aqueous sodium bicarbonate solution (2×500 mL), water (500 mL) dried over sodium sulphate concentrated under reduced pressure at a temperature of about 45° C.