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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920730Generated: October 31, 2026

Sodium Hydroxide → 3-(Trifluoromethoxy)cyclobutane-1-carboxylic acid

https://huagongshe.com/reaction/920730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-(trifluoromethoxy)cyclobutanecarboxylateHCID 118062850—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-(Trifluoromethoxy)cyclobutane-1-carboxylic acidHCID 11806173935%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of Intermediate 212B (0.10 g, 0.47 mmol) in THF (5 mL) was added NaOH (0.038 g, 0.943 mmol) in water (1 mL) and the mixture was allowed to stir at 60° C. for 4 h. The reaction mixture was quenched with a 1.5 N aqueous solution of HCl and extracted with EtOAc (2×20 mL) The combined organic layers were dried over Na2SO4, filtered and the filtrate evaporated to afford Intermediate 212C as a light brown liquid (30 mg, 35% yield). 1H NMR (300 MHz, DMSO-d6) δ ppm 12.01-12.03 (bs, 1H), 3.34 (m, 2H), 1.04 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273058B2
Source datasetuspto-grants-2016_03
ORD IDord-ec937f7d400f4c7c8e3d1c2ba9daac33
Source noteuspto-grants-2016_03