m-Chloroperbenzoic acid → 4-(4-Nitrophenylmethyl)-thiomorpholine-1-oxide
Reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N:22]2[CH2:27][CH2:26][S:25][CH2:24][CH2:23]2)=[CH:17][CH:16]=1)([O-:14])=[O:13]>ClCCl>[N+:12]([C:15]1[CH:16]=[CH:17][C:18]([CH2:21][N:22]2[CH2:27][CH2:26][S:25](=[O:9])[CH2:24][CH2:23]2)=[CH:19][CH:20]=1)([O-:14])=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
11.7 g (58 mmol) of m-chloroperbenzoic acid are added to a solution of 11.5 g (48 mmol) of 4-(4-nitrophenylmethyl)-thiomorpholine in 100 ml of dichloromethane at ambient temperature. The reaction solution is stirred for 4 hours at ambient temperature and then washed with 1N sodium hydroxide solution and water and evaporated to dryness. Chromatography on silica gel (dichloromethane/methanol=9:1) yields the product.