Benzaldehyde → (Z)-Benzaldehyde oxime

Participants

Reaction Steps

To benzaldhyde (10.0 g, 94 mmol) in ethanol (50 mL) was added hydroxylamine hydrochloride (6.5 g, 94 mmol in H2O (50 mL) followed by Na2CO3 in H2O (50 mL). Reaction solution was stirred for 2 hr. Poured into brine and extracted twice with diethyl ether. Combined extracts were dried over MgSO4. Evaporation afforded benzaldehyde oxime (11.0 g, 96.5% yield) as a colorless oil. 1H NMR (CDCl3) δ 7.40–7.50 (m, 3H), 7.60–7.70 (m, 2H), 8.22 (s, 1H), 9.1 (bs, 1H).

Provenance & Evidence