Water → 1-Benzyloxycarbonyl-4-methoxy-3-methylpyrrolidine-3-carboxylic acid

Temperature

40 °C

To a solution of ethyl 1-benzyloxycarbonyl-4-methoxy-3-methylpyrrolidine-3-carboxylate (0.38 g, 1.18 mmol) in ethanol (4 mL) was added 1N aqueous solution of sodium hydroxide (4 mL), and the mixture was stirred at 40° C. for 17.5 hours. Water (10 mL) was added to the reaction mixture, and the mixture was washed with ethyl acetate (10 mL×2). To the aqueous layer was added 1N hydrochloric acid (10 mL), and the mixture was extracted by chloroform (20 mL×3). The extract was washed with saturated aqueous solution of sodium chloride (20 mL), and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 0.31 g (89%) of the title compound as a colorless oily product.

1. washthe mixture was washed with ethyl acetate (10 mL×2)
2. additionTo the aqueous layer was added 1N hydrochloric acid (10 mL)
3. extractionthe mixture was extracted by chloroform (20 mL×3)
4. washThe extract was washed with saturated aqueous solution of sodium chloride (20 mL)
5. dry with materialdried with anhydrous sodium sulfate
6. filtrationAfter filtration
7. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-4215cafcacc94ce9affc292687855500

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07563805B2