Hydrochloric Acid → tert-Butyl (2S)-2-(aminomethyl)azetidine-1-carboxylate

Participants

Reaction Steps

To a cold (0° C.) solution of (2S)-carbamoyl-azetidine-1-carboxylic acid tert-butyl ester (8 g) in dry THF (200 mL) was added dropwise 1M BH3 solution in THF (160 mL). The reaction mixture was stirred at RT under nitrogen for 20 h and cooled to 0° C. Then was added carefully 1M HCl solution (200 mL) and brine and the mixture was extracted with EA (3×). The aqueous phase was basified with 2M NaOH solution (pH 10), extracted with EA (3×). The combined organic extracts were washed with brine, dried (Na2SO4), filtered and concentrated to yield the title compound light yellow oil (1.9 g, 25%).

Provenance & Evidence