Water → 1-tert-Butoxycarbonylamino-6-hydroxyheptane

Participants

Reaction Steps

Under argon atmosphere, a solution of 650 mg of 6-tert-butoxycarbonylaminohexanal in 10 mL of anhydrous tetrahydrofuran was cooled to −78° C., and treated dropwise with 6.8 mL of methylmagnesium bromide (a 1.0 M solution in tetrahydrofuran). After 2 hours, the reaction solution was combined with water, extracted with ethyl acetate, and dried. After concentrating, the residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:1) to obtain 280 mg of the desirable compound.

Provenance & Evidence