Sodium borohydride → HCID 59770152, compound

Participants

Reaction Steps

Treat a solution of 2-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-benzaldehyde (125 mg, 0.4 mmol) in EtOH (4 mL) with NaBH4 (30 mg, 0.8 mmol). After 4 h at room temperature, quench the reaction with 1N HCl and concentrate. Shake the residue en with water/EtOAc. Dry the organic layer (MgSO4) and concentrate to give 130 mg crude product. Purify on silica gel (EtOAc/hexane) to give 90 mg (72%) colorless oil which slowly crystallized, mp 121.8° C. 1H NMR (CDCl3) δ 3.28 (br s, 4H), 4.85 (s, 2H), 6.77-7.60 (m, 13H; MS (EI) 312. HPLC shows 98% purity.

Provenance & Evidence