Hydrochloric Acid → 6,6,6-Trifluoro-2-methyl-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile

Participants

Reaction Steps

To a solution of 1.5 g of 4,4,4-trifluoro-2-butenyl p-toluenesulfonate and 1.2 g of 2-(3,3,3-trifluoropropylsulfonyl)propionitrile in 30 ml of tetrahydrofuran was added 0.2 g of sodium hydride (60% in oil) at room temperature. The reaction mixture was stirred at the same temperature for 2 days. To the reaction mixture was added 10% hydrochloric acid and then extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography to obtain 0.80 g of 6,6,6-trifluoro-2-methyl-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile (hereinafter referred to as the present compound (34)).

Provenance & Evidence