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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920741Generated: October 31, 2026

Ethanol → 2-(3,3-Difluorocyclobutyl)-2-methylpropanoic acid

https://huagongshe.com/reaction/920741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant2-(3,3-Difluorocyclobutyl)-2-methylpropanenitrileHCID 118062752—
SolventWaterHCID 962—
Product2-(3,3-Difluorocyclobutyl)-2-methylpropanoic acidHCID 11806227960%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of Intermediate 226A (150 mg, 0.942 mmol) in ethanol (10 mL) and H2O (10 mL) was added a 10% aqueous solution of NaOH (10 mL, 0.942 mmol) and the reaction mixture was stirred at 90° C. for 12 h. The reaction was then concentrated and the pH of the resultant residue was adjusted to 4 with a 1.5 N aq. solution of HCl and then extracted with EtOAc (3×10 mL). The combined organic layer was dried over Na2SO4, filtered and the filtrate evaporated under reduced pressure to afford Intermediate 226B as a yellow sticky liquid (100 mg, 60%). 1H NMR (400 MHz, chloroform-d) δ ppm 12.30 (bs, 1H), 2.40-2.57 (m, 5H), 1.23 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273058B2
Source datasetuspto-grants-2016_03
ORD IDord-7a82e9a49fd943a5ad24a07802c4774e
Source noteuspto-grants-2016_03