Hydrochloric Acid → 3-Dimethoxymethyl-4-methoxybenzoic acid

Temperature

50 °C

Ethyl 3-dimethoxymethyl-4-methoxybenzoate (3.67 g) obtained in step A was dissolved in 20 mL of methanol, 12 mL of a 20% aqueous solution of potassium hydroxide was added to the solution, and the mixture was stirred for 3 hours at 50° C. The reaction mixture was cooled to 0° C., and 1M hydrochloric acid was added little by little until the mixture became nearly pH 7, whereafter the mixture was concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed with purified water and then with a saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate. The anhydrous sodium sulfate was separated by filtration, and the filtrate was concentrated under reduced pressure. The residue was dried under reduced pressure to obtain 1.82 g (55%) of 3-dimethoxymethyl-4-methoxybenzoic acid.

1. temperatureThe reaction mixture was cooled to 0° C.
2. concentrationwhereafter the mixture was concentrated under reduced pressure
3. additionThe residue was diluted with ethyl acetate
4. washwashed with purified water
5. dry with materialwith a saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate
6. customThe anhydrous sodium sulfate was separated by filtration
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe residue was dried under reduced pressure

ORD record

ord-4e8e0ddc325a4a508c2e89fb0b0f552d

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08063046B2