3-(Trifluoromethyl)phenol → 2-Butanol, 1-[3-(trifluoromethyl)phenoxy]-

Temperature

65 °C

A mixture of 3-trifluoromethylphenol (75 ml, 0.617 moles), 1,2-epoxybutane (58 ml, 0.617 moles), potassium hydroxide pellets (86%, 0.062 moles), and water (10 ml) were heated with stirring at 65° C. for four hours. At this point more 1,2-epoxybutane (58 ml, 0.617 moles) was added and stirring at 65° C. continued overnight. The reaction was allowed to cool to room temperature and the lower phase taken off and the upper phase extracted with methylene chloride (2×100 ml). The organic phases were combined and washed with 5% sodium hydroxide solution (150 ml) and water (3×150 ml). This reaction solution was dried over anhydrous magnesium sulfate and stripped under vacuo to yield 138 g of the desired alcohol, as determined by infra-red spectroscopy, mass spectrometry and nuclear magnetic resonance spectroscopy.

1. temperaturewere heated
2. stirringstirring at 65° C.
3. waitcontinued overnight
4. temperatureto cool to room temperature
5. extractionthe upper phase extracted with methylene chloride (2×100 ml)
6. washwashed with 5% sodium hydroxide solution (150 ml) and water (3×150 ml)
7. dry with materialThis reaction solution was dried over anhydrous magnesium sulfate

ORD record

ord-88da7383ab3a42408dc4e9109bf80302

Source dataset

uspto-grants-1993_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05194661