Hydrochloride methanol → 4-(4-Aminobutyl)-N-(2-hydroxyethyl)benzamide hydrochloride
Reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:23])[NH:19][CH2:20][CH2:21][OH:22])=[CH:14][CH:13]=1)(C)(C)C.CO.[ClH:27]>>[ClH:27].[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([NH:19][CH2:20][CH2:21][OH:22])=[O:23])=[CH:14][CH:13]=1Participants
3
Procedure
A solution of 27 (0.4 g, 1.19 mmol) was stirred at room temperature in a mixture of methanol/HCl (1:1, 40 mL). The reaction was finished in 2 h according to HPLC analysis. The solvent was removed under reduced pressure to provide 0.33 g (98%) 28 as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 1.60 (m, 4H), 2.63 (m, 2H), 2.78 (m, 2H), 3.31 (m, 2H), 3.50 (m, 2H), 7.28 (d, 2H), 7.80 (d, 2H), 7.97 (br s, 2H), 8.46 (m, 1H).
Workup
- customThe solvent was removed under reduced pressure