Methanol → Methyl (2-hydroxyphenyl)acetate

Temperature

90 °C

2-Hydroxyphenylacetic acid (302.7 mg, 1.99 mmol) was dissolved in anhydrous methanol (10 mL), and sulfuric acid (0.2 mL) was added thereto, and then the reaction mixture was stirred at 90° C. for 6 hours. The reaction mixture was concentrated under reduced pressure. Ethyl acetate (50 mL), 1N aqueous NaOH solution (5 mL), and saturated aqueous NaHCO3 solution (30 mL) were added to the reaction mixture and separated. The organic layer was washed with saturated brine (30 mL), dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the titled reference compound (242.4 mg) as a yellow solid. (Yield 73%)

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. additionEthyl acetate (50 mL), 1N aqueous NaOH solution (5 mL), and saturated aqueous NaHCO3 solution (30 mL) were added to the reaction mixture
3. customseparated
4. washThe organic layer was washed with saturated brine (30 mL)
5. dry with materialdried over anhydrous magnesium sulfate
6. customThe solvent was removed under reduced pressure

ORD record

ord-23f7b22ecc8b40bf8dcd202e97f0e2f2

Source dataset

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08420635B2