Ethanol → trans-2-(2-(Hydroxymethyl)cyclopropyl)acetic acid

Temperature

80 °C

8M Aqueous sodium hydroxide solution (1 mL) was added to a mixture of trans-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopropyl) acetonitrile (100 mg, 0.29 mmol) in EtOH (2 mL) and water (1 mL), and the mixture was stirred at 80° C. for 5 hr. The reaction mixture was allowed to be cooled to room temperature, and washed with toluene. The aqueous layer was acidified with 6M hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure to give trans-2-(2-(hydroxymethyl)cyclopropyl)acetic acid (50.0 mg, 0.384 mmol, 134%) as a colorless oil.

1. temperatureto be cooled to room temperature
2. washwashed with toluene
3. extractionthe mixture was extracted with ethyl acetate
4. dry with materialThe organic layer was dried over sodium sulfate
5. customthe solvent was evaporated under reduced pressure

ORD record

ord-58248b6e82fc4d03b7a11cc604441c74

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09365520B2