Ethanol → Ethyl 4-fluoro-2-hydroxybenzoate

To a solution of 4-fluoro-2-hydroxybenzoic acid (3.0 g) in ethanol (40 mL) was added thionyl chloride (5.61 mL) at 0° C., and the mixture was heated under reflux for 24 hours. The reaction mixture was concentrated under reduced pressure. This residue was poured into water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (3.5 g).

1. temperaturethe mixture was heated
2. temperatureunder reflux for 24 hours
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. additionThis residue was poured into water
5. extractionthe resulting mixture was extracted with ethyl acetate
6. washThe organic layer was washed with water and brine
7. dry with materialdried over anhydrous magnesium sulfate
8. customThe solvent was removed under reduced pressure

ORD record

ord-7659cbae769d450f8f537268ffb4e0b9

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08829040B2