Acetic Anhydride → 5-Fluoro-3-methylbenzofuran

Temperature

110 °C

A mixture of (2-acetyl-4-fluorophenoxy)acetic acid (22.94 g) synthesized above, sodium acetate (44.38 g) and acetic anhydride (200 mL) was stirred at 110° C. for 15 hr. The reaction mixture was cooled to room temperature, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated. The residue was subjected to silica gel column chromatography (NH silica, hexane) to give the title compound (14.73 g, 91%) as a yellow oil.

1. temperatureThe reaction mixture was cooled to room temperature
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationAfter filtration
6. concentrationthe filtrate was concentrated

ORD record

ord-e1f6fea127ce47fc8c327c01ca8d7bba

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08436043B2