Methanol → 5-Chloro-2-(4-chloro-2-trifluoromethylphenyl)pentanoic acid

A 5 N sodium hydroxide aqueous solution (13 mL) was added to a mixed solution of methyl 5-chloro-2-(4-chloro-2-trifluoromethylphenyl)pentanoate (5.3 g) in tetrahydrofuran (15 mL)-methanol (15 mL), and the mixture was stirred at room temperature for two hours and 10 minutes. After adding ice water to the reaction solution, the organic solvent was evaporated from the reaction solution under reduced pressure. The resulting aqueous layer was washed with heptane. The aqueous layer was made acidic with 5 N hydrochloric acid under ice-cooling, followed by extraction with ethyl acetate twice. The combined ethyl acetate layers were washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 4.75 g of the title compound.

1. customthe organic solvent was evaporated from the reaction solution under reduced pressure
2. washThe resulting aqueous layer was washed with heptane
3. temperaturecooling
4. extractionfollowed by extraction with ethyl acetate twice
5. washThe combined ethyl acetate layers were washed with brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-e26952cf4ffa497eafa230fd68296232

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08754100B2