Sodium Carbonate → 2-(2-Aminoethyl)-5-chloro-3-phenylisoindole-1-carboxylic acid ethyl ester
Reaction equation
Br.[CH2:2]([O:4][C:5]([C:7]1[N:8]([CH2:23][CH2:24][NH2:25])[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:10]2[C:15]=1[CH:14]=[CH:13][C:12]([Cl:16])=[CH:11]2)=[O:6])[CH3:3].C(=O)([O-])[O-].[Na+].[Na+]>CCOCC>[CH2:2]([O:4][C:5]([C:7]1[N:8]([CH2:23][CH2:24][NH2:25])[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:10]2[C:15]=1[CH:14]=[CH:13][C:12]([Cl:16])=[CH:11]2)=[O:6])[CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In order to obtain the free base, the hydrobromide obtained according to the previous paragraph is treated with 2-N sodium carbonate in the presence of ether. The ethereal extract, shielded from light, is washed with water, dried over sodium sulfate and evaporated. The residue crystallizes on trituration with ether. Recrystallization from ether/hexane yields almost colorless crystals of 2-(2-aminoethyl)-5-chloro-3-phenylisoindole-1-carboxylic acid ethyl ester; melting point 84°-86° C.