Methanol → 3-Fluoro-5-methoxybenzoic acid

In a 50 ml round bottom flask equipped with stir bar and reflux condensor added 3-Fluoro-5-methoxybenzonitrile (0.62 g, 4.10 mmol), methanol (6.2 ml) and sodium hydroxide (6.2 ml, 6N aqueous). Stirred the resulting reaction mixture at 100° C. overnight. Reaction mixture was cooled to room temperature and concentrated in-vacuo. The residue was diluted with dichloromethane (100 ml) and acidified using hydrochloric acid (1N aqueous). The organic phase was separated, sequentially washed with water (100 ml) and brine (100 ml), dried (sodium sulfate) and concentrated in-vacuo, to yield the title compound (0.64g, 91%) as a white solid.

1. customIn a 50 ml round bottom flask equipped
2. temperaturereflux condensor
3. stirringStirred
4. customthe resulting reaction mixture at 100° C. overnight
5. customReaction mixture
6. concentrationconcentrated in-vacuo
7. additionThe residue was diluted with dichloromethane (100 ml)
8. customThe organic phase was separated
9. washsequentially washed with water (100 ml) and brine (100 ml)
10. dry with materialdried (sodium sulfate)
11. concentrationconcentrated in-vacuo

ORD record

ord-bba1389155f84290b3879ab3c165d997

Source dataset

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06660753B2