Acetic Anhydride → N-(5-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide

Participants

Reaction Steps

To a solution of 6-amino-3,4-dihydronaphthalen-1(2H)-one (0.5 g, 3.1 mmol) in pyridine (5 mL) was added acetic anhydride (0.38 g, 3.7 mmol). The solution was stirred at room temperature for 3 hours. The reaction was then diluted with dichloromethane (50 mL). The organic layer was separated, washed with 2M HCl (2×25 mL), brine (50 mL), dried using sodium sulfate and concentrated under reduced pressure. The crude was product was obtained as an off colored solid (0.5 g, 79%) and used in the next reaction without any further purification. 1H NMR (CDCl3, 400 MHz): δ 8.94 (d, J=8.0 Hz, 1H), 7.72 (s, 1H), 7.62 (s, 1H), 7.20 (d, J=8.0 Hz, 1H0, 2.96 (t, J=6.2 Hz, 2H), 2.62 (quintet, J=6.0 Hz, 2H), 2.12 (s, 3H), 2.11 (t, J=6.0 Hz, 2H); LCMS [M+H]: 204.

Provenance & Evidence