Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 86087094, compound

Participants

Reaction Steps

Treatment of methyl 2-(cyclopropylethynyl)-4-(methyloxy)benzoate (149) (0.49 g, 2.13 mmol) with a mixture of N,O-dimethylhydroxylamine hydrochloride and nBuLi gave 0.47 g (86%) of the title compound (150) as a light yellow oil. 1H NMR (400 MHz, CDCl3): δ 0.70-0.90 (m, 4H), 1.40-1.50 (m, 1H), 3.28 (br s, 3H), 3.63 (br s, 3H), 3.80 (s, 3H), 6.83 (dd, J1=8.5 Hz, J2=2.6 Hz, 1H), 6.91 (d, J=2.4 Hz, 1H), 7.24 (d, J=8.6 Hz, 1H). LCMS (ESI): m/z 260 (M+H)+.

Provenance & Evidence