Benzaldehyde → HCID 67130440, compound

Participants

Reaction Conditions

Reaction Steps

Benzaldehyde (0.1 ml, 1 mmol) was added to a stirred solution of (4-amino-phenyl)-(2-phenyl-morpholin-4-yl)-methanone (240 mg, 0.84 mmol) in dichloromethane (20 ml) and the resulting mixture was heated to 45° C. for 2 hours. The reaction mixture was cooled to room temperature then sodium triacetoxyborohydride (250 mg, 1.2 mmol) was added and the reaction was stirred at room temperature for 48 hours. The reaction was diluted with dichloromethane (10 ml) and quenched by the addition of water (10 ml). The aqueous was washed with dichloromethane (2×10 ml), the organics combined and dried over magnesium sulfate. The solvent was concentrated in vacuo and the residue purified by flash chromatography to afford the title compound as a colourless oil (0.22 g, 70% yield). HPLC retention time 6.18 min. Mass spectrum (ES+) m/z 373 (M+H).

Provenance & Evidence