Water → α-Methyl-5-(trifluoromethyl)-3-isoxazolemethanol

Participants

Reaction Steps

7.49 g of 5,5,6,6,6-pentafluoro-3-iodo-3-hexene-2-ol was dissolved in 70 ml of ethanol, and 30 ml of water, 3.34 g of hydroxylamine hydrochloride and 17.94 g of potassium carbonate were then added. The mixture was stirred and heated under reflux for 48 hours. The reaction mixture was concentrated under reduced pressure. After water was added, the residue was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.53 g of 1-(5-trifluoromethyl-isoxazol-3-yl)ethanol.

Provenance & Evidence