Sodium Carbonate → (r)-2-(Hydroxyimino-methyl)-piperidine-1-carboxylic acid tert-butyl ester

Participants

Reaction Steps

To the title compound of Example 2.1 (3.0 g, 14.1 mmol) in MeOH/H2O (30 mL/30 mL) in an ice-bath was added Na2CO3 (895 mg, 8.4 mmol) and hydroxylamine hydrochloride (1.2 g, 16.9 mmol). After stirring for 30 minutes, the reaction mixture was warmed to room temperature and stirred for an additional 4 hours. The reaction mixture was concentrated to half volume and then extracted with ethyl acetate (2 times), washed with saturated brine, dried over anhydrous Na2SO4, filtered and concentrated to give the title product as a colorless oil (3.1 g, 97%).

Provenance & Evidence