Ammonia → (2R)-2-cyclohexyl-2-hydroxy-2-phenylacetamide

Participants

Reaction Steps

(2R)-2-Cyclohexyl-2-hydroxy-2-phenylacetic acid (preparation 36, 4.87 g, 20.8 mmol) was dissolved in dichloromethane (150 mL) and carbonyldiimidazole (3.37 g, 20.8 mmol) added in one portion. After stirring for 1 hour at room temperature, 0.880 ammonia (21 mL) was added and stirring continued at room temperature for 18 hours. The organic layer was separated, washed with brine (50 mL), dried over magnesium sulphate, filtered and the solvent removed in vacuo to furnish the title compound as a white foam in 92% yield, 4.56 g.

Provenance & Evidence