Methyl iodide → 1-Methoxy-2-(trifluoromethyl)benzene

A stirred solution of 2-hydroxybenzotrifluoride (23.0 g, 142 mmol) in 2-butanone (107 mL) was treated with potassium carbonate (25.51 g, 185 mmol) and iodomethane (13.3 mL, 213 mmol). The mixture was heated at reflux overnight under argon until the thin-layer chromatography showed a completed reaction. The mixture was cooled to room temperature and filtered through diatomaceous earth. The filtered solid was washed with acetone and the filtrate concentrated carefully in vacuo without heating. The resulting crude liquid was purified by vacuum distillation to yield the title compound (21.79 g, 0.124 mol, 87%) as a colorless liquid.

1. temperatureThe mixture was heated
2. temperatureat reflux overnight under argon until the thin-layer chromatography
3. customa completed reaction
4. filtrationfiltered through diatomaceous earth
5. washThe filtered solid was washed with acetone
6. concentrationthe filtrate concentrated carefully in vacuo
7. temperaturewithout heating
8. distillationThe resulting crude liquid was purified by vacuum distillation

ORD record

ord-ffc4d1080a6b4b1d81576c3150db70b0

Source dataset

uspto-grants-2005_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06894061B2