Methanol → Methyl 3-bromobenzoate

Part A: 3-Bromobenzoic acid (1.1 g, 5.47 mmol) was dissolved in methanol (20 ml) in a 50 ml flask. Concentrated sulfuric acid (2 drops) was added and the mixture was refluxed under nitrogen for ten hours then concentrated under reduced pressure. The residue was mixed with dichloromethane (20 ml) and saturated sodium bicarbonate solution (10 ml). The organic material was separated, dried (MgSO4) and concentrated under reduced pressure. The residue was flushed through silica gel with hexane/ethyl acetate (3:1), and concentrated which provided methyl 3-bromobenzoate (1.0 g, 85%).

1. temperaturethe mixture was refluxed under nitrogen for ten hours
2. concentrationthen concentrated under reduced pressure
3. additionThe residue was mixed with dichloromethane (20 ml) and saturated sodium bicarbonate solution (10 ml)
4. customThe organic material was separated
5. dry with materialdried (MgSO4)
6. concentrationconcentrated under reduced pressure
7. customThe residue was flushed through silica gel with hexane/ethyl acetate (3:1)
8. concentrationconcentrated which

ORD record

ord-02beae4f681d488aae48056e2215c553

Source dataset

uspto-grants-1997_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05622937