Methyl iodide → 1-(4-Fluoro-2-methoxyphenyl)ethan-1-one

Temperature

75 °C

1-(4-fluoro-2-hydroxyphenyl)ethanone (12.0 g, 77.9 mmol), iodomethane (6.38 ml, 101 mmol), potassiumcarbonate (14.0 g, 101 mmol) were heated at 75° C. in ACN (200 ml) for 8 h. The reaction mixture was brought to ambient temperature, filtered and then evaporated under reduced pressure to dryness. New ACN (150 ml), iodomethane (2 ml, 32 mmol) and potassiumcarbonate (4 g, 29 mmol) was added. The reaction mixture was heated at 75° C. for 3 h. The reaction mixture was concentrated, EtOAc (100 ml) was added and the mixture was filtered and evaporated to give the title product (13.5 g, 100%). MS m/z (rel. intensity, 70 eV) 168 (M+, 11), 153 (bp), 110 (23), 95 (21), 82 (12).

1. customwas brought to ambient temperature
2. filtrationfiltered
3. customevaporated under reduced pressure to dryness
4. concentrationThe reaction mixture was concentrated
5. additionEtOAc (100 ml) was added
6. filtrationthe mixture was filtered
7. customevaporated

ORD record

ord-f19b915e2a3e40aea30ee7d10a058a20

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08492372B2