Acetic Acid → HCID 69048143, compound

Participants

Reaction Conditions

Reaction Steps

Methylbenzylamine (1.42 ml, 11 mmol) and acetic acid (0.63 ml, 11 mmol) in 2 ml of water were added to a solution of tert-butyl 3-oxoazetidine-1-carboxylate (1.5 g, 8.77 mmol) in diethylether (1.5 ml). After five minutes, a solution of sodium cyanide (451 mg, 9.21 mmol) in 1 ml of water was added, and the mixture was heated at 60° C. for 15 hours. After cooling the reaction mixture was extracted with ethyl acetate (×2), washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residues were purified by column chromatography on silica eluting with ethyl acetate in petroleum ether (5/95) to give tert-butyl 3-[benzyl(methyl)amino]-3-cyanoazetidine-1-carboxylate as a pale yellow oil, (2.52 g, 96%); 1H NMR Spectrum: (CDCl3) 1.46 (s, 9H), 2.18 (s, 3H), 3.42 (s, 2H), 4.00 (d, 2H), 4.17 (d, 2H), 7.26-7.35 (m, 5H).

Provenance & Evidence