Methanol → Methyl 4-fluoro-2-methoxybenzoate

To a solution of 4-fluoro-2-methoxybenzoic acid (1.7 g, 10 mmol) in methanol (100 mL) was added thionyl chloride (5.73 g, 48 mmol) at 0° C. The resultant mixture was stirred for 12 hours and then solvent was evaporated in vacuo. To the residue, saturated sodium bicarbonate aqueous solution (50 mL) was added and the mixture was extracted with ethyl acetate (100 mL×3). The organic phase was dried by sodium sulfate. The mixture was filtered and the filtrate was concentrated in vacuo to give methyl 4-fluoro-2-methoxybenzoate (1.3 g, 70%).

1. customsolvent was evaporated in vacuo
2. additionTo the residue, saturated sodium bicarbonate aqueous solution (50 mL) was added
3. extractionthe mixture was extracted with ethyl acetate (100 mL×3)
4. dry with materialThe organic phase was dried by sodium sulfate
5. filtrationThe mixture was filtered
6. concentrationthe filtrate was concentrated in vacuo

ORD record

ord-167e5eb73039453588418454e438bb0b

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09206128B2