Hydrochloric Acid → Hydrochloric Acid

Reaktionsgleichung

[CH3:1][O:2][C@@:3]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[CH2:9][N:10]([CH3:12])[CH3:11].[ClH:19]>CC(OC)(C)C>[ClH:19].[CH3:1][O:2][C@@:3]1([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[CH2:9][N:10]([CH3:12])[CH3:11].[ClH:19]

Komponenten

Versuchsvorschrift

The HCl salt was prepared as follows. To a 50 mL RBF under argon was charged with (1S,2S)-(2-methoxy-2-phenyl-cyclohexylmethyl)-dimethyl-amine (0.255 g, 1.01 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 0.24 g (82%) of HCl salt. 1H NMR (CDCl3) 1.45-1.97 (m, 7H), 2.10 (s, 3H), 2.14 (m, 1H), 2.38 (d, J=11.3 Hz, 1H), 2.54 (s, 3H), 2.73 (d, J=12.4 Hz, 1H), 2.86 (dd, J=7.7, 12.8 Hz, 1H), 3.22 (s, 3H), 7.28 (m, 3H), 7.39 (m, 2H). 13C NMR (75 MHz, CDCl3) 22.8, 25.6, 28.2, 32.5, 42.4, 44.8, 45.7, 50.7, 61.3, 81.4, 127.9, 128.6, 129.9, 143.5. Mass spectrum (m/e) 249.0 (M+).