Methanol → Methyl 2-(3-bromophenyl)acetate

To a solution of 2-(3-bromophenyl) acetic acid (30 g, 0.14 mol) in CH3OH (200 mL) was added a catalytic amount of H2SO4. The mixture was heated at reflux for 6 h. The reaction mixture was allowed to cool to room temperature and the solvent was evaporated under reduced pressure. The residue was diluted with ethyl acetate (200 mL), which was washed with saturated aqueous Na2CO3, water and brine. The solution was dried over Na2SO4, filtered and concentrated under reduced pressure to give methyl 2-(3-bromophenyl)acetate (22 g, 69%). 1H NMR (CDCl3, 300 MHz) δ 7.44 (s, 1H), 7.42-7.38 (m, 1H), 7.21-7.19 (m, 2H), 3.70 (s, 3H), 3.59 (s, 2H).

1. temperatureThe mixture was heated
2. temperatureat reflux for 6 h
3. customthe solvent was evaporated under reduced pressure
4. additionThe residue was diluted with ethyl acetate (200 mL), which
5. washwas washed with saturated aqueous Na2CO3, water and brine
6. dry with materialThe solution was dried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure

ORD record

ord-b55eb75d77f441dba34c5dad6a4f30d2

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08324207B2