Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

The HCl salt was prepared as follows. To a 50 mL RBF under argon was charged with (+/−)-3-(2-Dimethylaminomethyl-1-methoxy-cyclohexyl)-benzonitrile (0.25 g, 0.091 mmol). To the flask was added 5 mL of dry MTBE. 2N HCl (0.80 mL, 1.60 mmol) was added dropwise at room temperature. After stirring for 1 hour at room temperature, the white precipitate was filtered in vacuo to provide 0.196 g (70%) of HCl salt. 1H NMR (CD3OD) 1.48-2.09 (m, 9H), 2.26 (s, 3H), 2.53 (m, 1H), 2.62 (s, 3H), 2.94 (m, 1H), 3.18 (s, 3H), 7.60 (m, 4H). 13C NMR (75 MHz, CDCl3) 21.1, 24.8, 27.7, 31.9, 41.8, 43.9, 46.0, 50.4, 59.8, 79.7, 112.8, 118.7, 129.9, 130.0, 131.1, 131.2, 144.5. Mass spectrum (m/e) 274.5 (M+).

Provenance & Evidence