tert-Butyldimethylsilyl chloride → 3-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]nitrobenzene

Participants

Reaction Steps

To a solution of 955 mg (4.13 mmol) of 3-[(2-hydroxyethyl)sulfonyl]-nitrobenzene in 30 mL of dichloromethane were added 747 mg (4.96 mmol) of tert-butyldimethylsilyl chloride and 10 mg of 4-dimethylaminopyridine, and the mixture was stirred for over night at room temperature. Then, the reaction mixture was diluted with dichloromethane and the organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=4/1 to 2/1) to give 1.27 g (89%) of the title compound.

Provenance & Evidence