Hydrochloric Acid → HCID 22350238, compound

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Reaction Steps

A mixture of 2-cyano-N-[2-(4-fluorophenyl)-ethyl]-acetamide (2.0 g, 19.4 mmol), ethyl 3-methylbut-2-enoate with a solution of potassium tert-butoxide in 80° C. After 16 hours, the mixture was cooled to room temperature and acidified with 1.0 N aqueous hydrochloric acid. The mixture was concentrated under vacuum to provide a brown solid. Recrystallization from 95% ethanol provided a tan solid (2.37 g, 85%). 1H NMR (300 MHz, dmso-d6) δ7.24 (m, 2H), 7.11 (t, J=9 Hz, 2H), 4.70 (s, 2H), 3.88 (m, 2H), 2.8-2.6 (m, 4H), 1.16 (s, 3H), 0.98 (s, 3H). Mass spec (ES−) m/z 287.2 (M−H−, 100%).

Provenance & Evidence