Diethyl Ether → HCID 17767365, compound

Participants

Reaction Steps

To the solution of 2,4,4,4-tetrafluoro-2-butenol (1.40 g) and anhydrous sodium acetate (60 mg) in methylene chloride (5 ml) was added in portionwise pyridinium chlorochromate (3.23 g) at 20° C. The resulting mixture was stirred for 12 hours. The mixture was passed through a short silica gel column with dry ether (20 ml) to obtain the ether solution of (Z)-2,4,4,4-tetrafluoro-2-butenal. Without evaporation, a tetrahydrofuran solution of ethynylmagnesium bromide (21 ml) was added portionwise to the solution of (Z)-2,4,4,4-tetrafluoro-2-butenal at 0° C. The resulting mixture was stirred for 12 hours at 20° C. This was poured into the cooled 5% hydrochloric acid, and the resulting mixture was extracted with ether. The ether extract was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate.

Provenance & Evidence