Hydrochloric Acid → 1-{[(Benzyloxy)amino]methyl}-3-butylcyclobutane-1-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A solution of 1-(benzyloxyimino-methyl)-3-butyl-cyclobutanecarboxylic acid (5.62 g, 19.4 mmol) in methanol (200 mL) at 0° C. under a nitrogen atmosphere was added a trace amount of methyl orange. A solution of saturated methanolic HCl was added until a persistent red color was observed. Sodium cyanoborohydride (1.59 g, 25.3 mmol) was added portionwise alternately with methanolic HCl to maintain the red color. The reaction mixture was maintained at 0° C. for an additional 0.5 h and the volatiles were removed in vacuo. The product was used without further purification. MH+292.

Provenance & Evidence