Hexane → 5-Fluoro-2-methoxy-4-methylbenzaldehyde

10 g of 4-fluoro-3-methylanisol was dissolved in 80 ml of dichloromethane, and 10 ml of titanium tetrachloride and 7.5 ml of dichloromethyl methyl ether were added to the solution successively at 0° C. The resulting mixture was stirred at the same temperature for 30 minutes. The reaction mixture was poured into ice-water, followed by the addition of 300 ml of ethyl acetate. The organic phase was washed with brine, dried over anhydrous magnesium sulfate. After the desiccant was filtered off, the resulting mixture was evaporated to give a solid. n-Hexane was added to this solid, and the resulting mixture was filtered. The filter cake was washed with n-hexane to give 5.8 g of the title compound as white crystals.

1. washThe organic phase was washed with brine
2. dry with materialdried over anhydrous magnesium sulfate
3. filtrationAfter the desiccant was filtered off
4. customthe resulting mixture was evaporated
5. customto give a solid
6. filtrationthe resulting mixture was filtered
7. washThe filter cake was washed with n-hexane

ORD record

ord-6c99cb62c614452baff1d6e09b87a2af

Source dataset

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06358995B1