Water → Phenyl (aminooxy)acetate

Participants

Reaction Steps

Phenylchloroformate (14.78 g, 94.4 mmol) was dissolved in Et2O (375 mL) and methoxylamine hydrochloride (7.88 g, 94.4 mmol), K2CO3 (15.66 g, 113.3 mmol), and water (18 mL) were added and the solution stirred over 64 hours. Solids were filtered, the phases separated, and the organic component concentrated under reduced pressure. The crude liquid was purified by column chromatography with silica gel (1:4 EtOAc/hexanes) to afford N-(phenoxycarbonyl)methoxylamine as a white solid (14.18 g, 90%).

Provenance & Evidence