Dichloromethane → HCID 15547332, compound

Participants

Reaction Steps

A mixed solution of dehydrated tetrahydrofuran (6.2 ml) and diethyl ether (3.1 ml) was cooled to −78° C. 1.53 M solution (3.3 ml) of n-butyllithium in hexane and then a solution of methylene chloride (0.40 ml) in dehydrated tetrahydrofuran (3.3 ml) were added to the mixed solution and they were stirred for 10 minutes. Then a solution of methyl ester of N-(diphenylmethylene)-L-phenylalanine (0.86 g) in diethyl ether (3.3 ml) was added to the obtained solution. They were stirred for 2 hours. Saturated aqueous ammonium chloride solution was added to the reaction solution to terminate the reaction. The temperature was elevated to room temperature. After the addition of water followed by the extraction with ethyl acetate twice, the obtained solutions in ethyl acetate were combined together and washed with saturated aqueous sodium chloride6solution. The obtained solution in ethyl acetate solvent was dried over anhydrous magnesium sulfate. Magnesium sulfate was filtered out. The solvent was evaporated under reduced pressure to obtain the intended (3S)-1,1-dichloro-3-(diphenylmethylene) amino-4-phenyl-2-butanone (0.95 g) in a yield of 96%.

Provenance & Evidence