Hydroxyamine hydrochloride → 1-[3-(Chloromethylene)-2,3-dihydro-1-benzoxepin-7-yl]ethanone oxime

Participants

Reaction Steps

12.3 mg (0.15 mmol) of sodium acetate and then 10.4 mg (0.15 mmol) of hydroxylamine hydrochloride are added at ambient temperature to 30 mg (0.136 mmol) of 3-(chloromethylene)-2,3-dihydro-1-benzoxepin-7-carbaldehyde, prepared according to example 72, in solution in 2 ml of methanol. The solution is stirred for 24 hours and is then hydrolyzed. A conventional treatment makes it possible to obtain 35 mg (100%) of 1-[3-(chloromethylene)-2,3-dihydro-1-benzoxepin-7-yl]ethanone oxime in the solid form; 1H NMR: 7.9–8.3 (broad s, OH), 8.10 (8.05) (s, 1H), 7.35–7.45 (m, 2H), 7.03 (7.00) (d, J=8.4 Hz, 1H), 6.84 (d, J=11.7 Hz, 1H), 6.35 (s, 3H), 4.88 (4.57)(s, 2H).

Provenance & Evidence