Hydrochloric Acid → N-Hept-6-enoyl-3-methyl-L-valine

Participants

Reaction Steps

A solution of methyl N-hept-6-enoyl-3-methyl-L-valinate (1.40 g, 5.48 mmol) in THF (10 mL) and 1N NaOH (10 mL) was stirred at RT for 2 hours. The reaction mixture was acidified to pH 3 with 1 N HCl and extracted with EtOAc (3×150 mL). The combined organic phases were washed with water (50 mL), brine (50 mL), dried over Na2SO4, filtered and concentrated to give the title compound (1.12 g). LRMS (ESI) m/z 242.3 [(M+H)+; calcd for C13H24NO3: 242.2].

Provenance & Evidence