Ethyl Propionate → HCID 18929409, compound

Participants

Reaction Conditions

Reaction Steps

To 3.8 ml of anhydrous diisopropylamine in 50 ml anhydrous tetrahydrofuran was added 14.7 ml of n-butyllithium (1.61 moles/liter in hexane) at 0° C., the mixture was stirred at 0° C. for 30 minutes, and 2.4 ml of ethyl propionate in 10 ml of anhydrous tetrahydrofuran was thereafter added to the mixture. The resulting mixture was stirred at -78° C. for 1 hour, and 5.0 g of 2,6-dichloro-4-trifluoromethylbenzaldehyde (7) in 10 ml of anhydrous tetrahydrofuran was thereafter added to the mixture, followed by stirring at -78° C. for 30 minutes and then at room temperature for 1 hour. The reaction mixture was poured into ice water, followed by extraction with ethyl acetate, washing with brine, drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/6), affording 7.2 g of the desired product in the form of a yellow oil (yield 91.1%).

Provenance & Evidence