Hydrochloric Acid → Methyl 2-(2-bromophenyl)acetate

A solution of 2-bromophenylacetic acid (10 g, 46 mmol) and 12 M hydrochloric acid (1 mL, 12 mmol) in methanol (100 mL) was heated to reflux for 16 hours. The cooled solution was then quenched with saturated aqueous sodium hydrogen carbonate (50 mL) and concentrated in vacuo to remove methanol. The aqueous phase (ca. 50 mL) was extracted with ethyl acetate (150 mL), and the organic phase washed with water (75 mL) and brine (75 mL), dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (10.1 g, 96 %) as a clear, colorless oil.

1. temperatureto reflux for 16 hours
2. customThe cooled solution was then quenched with saturated aqueous sodium hydrogen carbonate (50 mL)
3. concentrationconcentrated in vacuo
4. customto remove methanol
5. extractionThe aqueous phase (ca. 50 mL) was extracted with ethyl acetate (150 mL)
6. washthe organic phase washed with water (75 mL) and brine (75 mL)
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated in vacuo

ORD record

ord-66df6c6555ed473dbe02002a56605c9f

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07678787B2