Aminoethyl sulfate → 2-(2-Hydroxy-4-phenylbutyl)aminoethyl hydrogen sulphate
Reaction equation
[O:1]1[CH:3]([CH2:4][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:2]1.[S:12]([OH:19])([O:15][CH2:16][CH2:17][NH2:18])(=[O:14])=[O:13]>CO.[OH-].[Na+]>[S:12]([OH:19])([O:15][CH2:16][CH2:17][NH:18][CH2:2][CH:3]([OH:1])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:14])=[O:13]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 1,2-epoxy-4-phenylbutane (1.48 g.) and 2-aminoethyl hydrogen sulphate (7.05 g.) in methanol (7.5 ml.) and sodium hydroxide solution (18N, 2.8 ml.) is stirred at ambient temperature for 2 hours. The 2-(2-hydroxy-4-phenylbutyl)aminoethyl hydrogen sulphate formed as intermediate is not isolated but is cyclised in situ as follows: