Imidazole → HCID 69303498, compound

Participants

Reaction Steps

4.16 Mmol of 2,2-dibenzyl-3-methoxy-1-propanol was dissolved in 10 ml of N,N-dimethyl formamide, and 0.14 g (2.08 mmol) of imidazole was added thereto. The solution was cooled in ice-water bath to below 5° C., and 0.87 ml (6.24 mmol) of triethyl amine was added thereto. After stirring for 5 minutes, 0.88 g (5.82 mmol) of tert-butyldimethylsilyl chloride in 10 ml of N,N-dimethyl formamide was slowly added to the reaction mixture, and the mixture was stirred in ice-water bath for further 2 hours, and at room temperature for further 1 hour. The reaction mixture was diluted with 10 ml of water, and extracted using 30 ml of dichloromethane. The organic layer was separated, wished twice with 20 ml of water, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to give 2,2-dibenzyl-1-methoxy-3-[(tert-butyldimethylsilyl)oxy]propane.

Provenance & Evidence