Triethylamine → HCID 14127517, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 40.7 ml of thiophosgene in 300 ml of dry diethyl ether at -78° C. was added dropwise a solution of 20 g of diphenyl-(2-methylprop-2-yl)silyl 4-hydroxybenzoate and 8.5 ml of triethylamine. After having been stirred for a further 30 minutes at -78° C. and 90 minutes at room temperature, the mixture was partitioned between diethyl ether and water. The organic layer was washed with water and brine, was dried over calcium chloride, and then evaporated in vacuo to afford 25.9 g of an orange oil. Chromatography over silica gel and elution with hexane-ethyl acetate mixtures afforded 16.8 g of the title compound.

Provenance & Evidence