Benzyl Bromide → HCID 54383845, compound

Participants

Reaction Steps

To a solution of 7.50 g of N-(2-hydroxyimino-4-methylpentanoyl)-(3,4,5-trimethoxy)phenylalanine methyl ester in dried dimethylformamide (150 ml) was added 0.9 g of sodium hydride (60%), and the mixture was stirred at room temperature for 1 hour. Then 2.75 ml of benzyl bromide was added to the reaction mixture and further stirred at room temperature for 2 hours. The reaction mixture was transferred to an aqueous solution saturated with ammonium chloride under an ice-cooling condition, then was extracted with ethyl acetate. The organic layer was washed with an aqueous solution saturated with sodium chloride in three times, and was dried with magnesium sulfate, and the solvent was removed by distillation, the resulting residue was purified by means of a silica gel column chromatography (eluent: ethyl acetate:n-hexane=l:3) to obtain 8.35 g of N-(2-benzyloxyimino-4-methylpentanoyl)-(3,4,5-trimethoxy)phenylalanine methyl ester.

Provenance & Evidence