Diisopropylethylamine → HCID 18940884, compound

Participants

Reaction Steps

A mixture of thiol (D3, 3.38 g, 17.5 mmol), acetal trifluoromethanesulphonate (D4, 5.05 g, 19 mmol) and diisopropylethylamine (3.2 ml, 19 mmol) in dry dichloromethane (80 ml) was stirred for 4.5 h at room temperature. Further small portions of trifluoromethane sulphonate and of DIPEA (2 drops each) were added and stirring was continued for another 1 h before the mixture was washed sequentially with dilute hydrochloric acid, dilute sodium hydroxide, and water. The organic phase was dried and evaporated, and the residue was chromatographed on silica (300 g) eluted with ethyl acetate to give the title compound (4.14 g, 76.6%), as a waxy solid, mp <52° C.

Provenance & Evidence