Sodium Hydroxide → HCID 50995122, compound

Participants

Reaction Steps

To a stirred solution of 1-(4-iodo-phenyl)-ethanone O-methyl-oxime (2.17 g, 7.83 mmol) in glacial acetic acid (22 ml), Sodium cyano borohydride (1.54 g, 24.39 mmole) was added portion wise at 15° C. and stirred for 12 hours at ambient temperature. Acetic acid was removed by distillation. The resulting reaction mass was basified with 10% aq. NaOH solution at 10-15° C. Aqueous layer was extracted with EtOAc (3×30 ml). The combined organic layer was washed with brine (2×30 ml) and dried over sodium sulfate. The organic layer was concentrated under vacuum to give pale yellow liquid, which was purified by chromatography to afford 2.1 g (96% of theory) of N-[1-(4-Iodo-phenyl)-ethyl]-O-methyl-hydroxylamine.

Provenance & Evidence