Triethylamine → HCID 178477217, compound

Participants

Reaction Steps

In 50 ml of dry dimethyl sulfoxide were dissolved 2.0 g of trans-4-benzyloxymethyl-1-(1-hydroxyethyl)cyclohexane, and 2.24 ml of triethylamine and 1.88 g of t-butyldimethylsilyl chloride were added thereto with stirring at room temperature, and the mixture was stirred at room temperature for 2 hours and 50 minutes. To the reaction mixture were added 200 ml of ethyl acetate, and the mixture was washed successively with an aqueous citric acid solution, an aqueous sodium chloride solution, an aqueous sodium bicarbonate solution and an aqueous sodium chloride solution. The mixture was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: cyclohexane/ethyl acetate=50/1) to obtain 2.76 g of the desired compound as a colorless oil.

Provenance & Evidence