Dichloromethane → Diethyl 2-amino-13-carboxy-1,14-tetradecanedicarboxylate hydrochloride
Reaction equation
C(OC([NH:8][CH:9]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH:26]([C:33]([OH:35])=[O:34])[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=O)(C)(C)C.C(Cl)[Cl:37]>>[ClH:37].[NH2:8][CH:9]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH:26]([C:33]([OH:35])=[O:34])[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]Participants
3
Procedure
Diethyl 2-t-butoxycarbonylamino-13-carboxy-1,14-tetradecanedicarboxylate (3.98 g, 8.40 mmol) is dissolved in methylene chloride (150.0 mL), and hydrogen chloride gas is bubbled through the solution for 15 minutes. The sealed reaction is stirred for 2.5 hours, and then the solvent is evaporated to give diethyl 2-amino-13-carboxy-1,14-tetradecanedicarboxylate hydrochloride.
Workup
- customhydrogen chloride gas is bubbled through the solution for 15 minutes
- customThe sealed reaction