Hydrochloric Acid → N-(2-(2-(10,11-Dihydro-5H-dibenz[b,f]azepin-5-yl)ethoxy)ethyl)-3-pyrrolidineacetic acid hydrochloride
Reaction equation
C[O:2][C:3](=[O:30])[CH2:4][CH:5]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[CH2:19][CH2:18][C:17]3[CH:26]=[CH:27][CH:28]=[CH:29][C:16]2=3)[CH2:6]1.[OH-].[Na+].[ClH:33].S([O-])([O-])(=O)=O.[Mg+2]>C(O)C.ClCCl>[ClH:33].[CH:26]1[C:17]2[CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:15]([CH2:14][CH2:13][O:12][CH2:11][CH2:10][N:7]3[CH2:8][CH2:9][CH:5]([CH2:4][C:3]([OH:30])=[O:2])[CH2:6]3)[C:16]=2[CH:29]=[CH:28][CH:27]=1Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
The above ester (1.0 g, 2.5 mmol) was dissolved in ethanol (25 ml) and a 2 N aqueous sodium hydroxide solution (4.9 ml) was added. The mixture was stirred at room temperature for 16 h. The solvent was evaporated in vacuo to give an oily residue. Dichloromethane (100 ml) was added and the mixture was cooled on an ice-bath. A concentrated hydrochloric acid solution (1 ml) was added dropwise. The mixture was stirred vigorously for 15 minutes at approx. 10° C. Magnesium sulphate was added and the mixture was stirred at ambient temperature for 30 minutes and filtered. The solvent was evaporated in vacuo to give 0.9 g of the title compound as a foam.
Workup
- customThe solvent was evaporated in vacuo
- customto give an oily residue
- temperaturethe mixture was cooled on an ice-bath
- stirringThe mixture was stirred vigorously for 15 minutes at approx. 10° C
- stirringthe mixture was stirred at ambient temperature for 30 minutes
- filtrationfiltered
- customThe solvent was evaporated in vacuo
Sources & evidence
- ORD record
- ord-7958ed5722c940a0b95b3c2c544cedc4
- Source dataset
- uspto-grants-1994_09
- Patent number
- US05348965
Reaction notes
Loading…