Methanol → Methyl 2-(3,4-difluorophenyl)acetate

Temperature

25 °C

A solution of 3,4-difluorophenylacetic acid (5.00 g, 29.05 mmol) in methanol (73 mL) was slowly treated with concentrated sulfuric acid (4 mL). The resulting reaction mixture was heated under reflux for 65 h. The reaction mixture was allowed to cool to 25° C. and then concentrated in vacuo to remove methanol. The resulting residue was slowly diluted with a saturated aqueous sodium bicarbonate solution (300 mL) and then extracted with ethyl acetate (1×300 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to afford (3,4-difluoro-phenyl)-acetic acid methyl ester (5.38 g, 99%) as a yellow oil which was used without further purification.

1. customThe resulting reaction mixture
2. temperaturewas heated
3. temperatureunder reflux for 65 h
4. concentrationconcentrated in vacuo
5. customto remove methanol
6. additionThe resulting residue was slowly diluted with a saturated aqueous sodium bicarbonate solution (300 mL)
7. extractionextracted with ethyl acetate (1×300 mL)
8. dry with materialThe organic layer was dried over magnesium sulfate
9. filtrationfiltered
10. concentrationconcentrated in vacuo

ORD record

ord-32e28caf03f8417f8a1c081bf0ac3122

Source dataset

uspto-grants-2005_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06951945B2