Benzoyl chloride → HCID 20367050, compound

Participants

Reaction Steps

Triethylamine (3.1 g, 30.5 mmol) is added dropwise (30 min) at 0° to a solution of benzoyl chloride (1.5 g, 12.2 mmol) in tetrahydrofuran (25 ml) containing suspended 1-methoxycyclopropylammonium chloride (1.82 g, 13.0 mmol). The mixture is then stirred at room temperature for 30 min. The precipitate is filtered off and washed thoroughly with tetrahydrofuran. The filtrate is evaporated in vacuo yielding a crystalline residue. Recrystallisation from methanol gives pure N-(-methoxycyclopropyl)-benzamide, mp 190°-191° (1.2 g, 55%); NMR (60 MHz)=δCDCl 3=1.00-1.30 (m, 4H), 3.40 (s, 3H), 7.0 (br. s, 1H), 7.35-7.95 (m, 5H).

Provenance & Evidence