m-Chloroperbenzoic acid → 4-(tert-Butyldimethylsilanyloxymethyl)pyridine 1-oxide
Reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:24])C=1>ClCCl>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[CH:12][N+:13]([O-:24])=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Under a nitrogen atmosphere, 4-(tert-butyldimethylsilyloxymethyl)pyridine (1.1 g, 5 mmol) synthesized in Production Example 84 was dissolved in dichloromethane, and m-chloroperbenzoic acid (1.9 g, 14.5 mmol) was added slowly thereto under an ice cooling. The mixture was heated slowly to a room temperature and then stirred overnight. After the completion of the reaction was confirmed by HPLC, an excess of m-chloroperbenzoic acid was removed by a sodium thiosulfate solution. The remaining mixture was washed with 2-N sodium hydroxide 3 times. The organic layer was dried over magnesium sulfate, and the solvent was distilled off. Thus the title compound (1.2 g, 100%) was obtained as an oily substance.