Hydrochloric Acid → Methyl 3-mercaptobenzoate

To a solution of 3-mercaptobenzoic acid (4.8 g, 31 mmol) in methanol (50 mL) at 0° C. was added a solution of hydrochloric acid in methanol (1M, 200 mL, 0.2 mol). The mixture was heated at reflux, stirred for 1 hour and concentrated under reduced pressure. The residue was taken up in ethyl acetate and the solution was washed consecutively with saturated aqueous sodium hydrogen carbonate (100 mL), distilled water (100 mL), and brine (100 mL). The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to give the title compound as a colourless oil.

1. temperatureThe mixture was heated
2. temperatureat reflux
3. concentrationconcentrated under reduced pressure
4. washthe solution was washed consecutively with saturated aqueous sodium hydrogen carbonate (100 mL)
5. distillationdistilled water (100 mL), and brine (100 mL)
6. dry with materialThe organic layer was dried over anhydrous MgSO4
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure

ORD record

ord-98bd57227c564c5c956f7090b58f2e4e

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07683185B2