Water → 3-Isoxazolemethanol,5-(trifluoromethyl)-(9CI)

2.72 g of 4,4,5,5,5-pentafluoro-2-iodo-2-pentene-1-ol was dissolved in 7 ml of ethanol, and 3 ml of water, 0.69 g of hydroxylamine hydrochloride and 1.38 g of potassium carbonate were then added. The mixture was stirred and heated under reflux for 10 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 0.57 g of (5-trifluoromethyl-isoxazol-3-yl)methanol.

1. temperatureheated
2. temperatureunder reflux for 10 hours
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. additionAfter water was added
5. extractionthe residue was extracted with ethyl acetate
6. washThe organic layer was washed with water
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure

ORD record

ord-a92a0960122e466c9c49528f1df60cee

Source dataset

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07846956B2