Hydroxyamine hydrochloride → HCID 72557066, compound

Participants

Reaction Steps

Dissolve 2-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-benzaldehyde (110 mg,0.35 mmol) in EtOH (4 mL). In a separate flask, dissolve hydroxylamine hydrochloride (35 mg, 0.5 mmol) in water (1 mL). Add this solution the aldehyde solution and stir at room temperature for 18 h. Pour the reaction into water (300 mL) and extract the product into EtOAc. Dry (MgSO4) and concentrate to give 140 mg crude product. Purity on silica gel using EtOAc/hexane to give 82 mg (72%) title compound as a white solid. 1H NMR (CDCl3) δ 3.31 (br s, 4H), 6.73-7.33 (m, 11H), 7.55 (m, 1H), 7.70 (dd, 1H), 8.58 (s, 1H); MS (ES) 326 (M+1), 324 (M−1). HPLC shows 98% purity.

Provenance & Evidence