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

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(benzyloxyimino-methyl)-cyclohexanecarboxylic acid (1.59 g, 6.08 mmol) in methanol (40 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 persisten red color was observed. Sodium cyanoborohydride (0.42 g, 6.69 mmol) was added portionwise alternately with methanolic HCl to maintain the red color. The reaction mixture was maintained at 0° C. for an additional 3 h and the volatiles were removed in vacuo to yield the title compounds as a pale, yellow oil that was used without further purification. MH+264.

Provenance & Evidence