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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475647Generated: November 2, 2026

Hydrochloric Acid → (+/-)-Cyclopentyl[4-(trifluoromethyl)phenyl]acetic acid

https://huagongshe.com/reaction/1475647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl cyclopentyl[4-(trifluoromethyl)phenyl]acetateHCID 68006808—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product(+/-)-Cyclopentyl[4-(trifluoromethyl)phenyl]acetic acidHCID 6707812296.3%

Reaction Steps

4.98 g (17.4 mmol) of methyl cyclopentyl[4-(trifluoromethyl)phenyl]acetate were initially charged in a mixture of in each case 24.9 ml of THF, methanol and water, and 1.04 g (43.49 mmol) of lithium hydroxide were added at 0° C. The reaction mixture was warmed to RT and stirred at this temperature for 4 h. The mixture was then diluted with water and acidified slightly with 1 N hydrochloric acid. The aqueous phase was extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated under reduced pressure. This gave 4.56 g of the target compound as a crude product (yield 96.3% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018258B2
Source datasetuspto-grants-2015_04
ORD IDord-9751a17c1af34d9aac3f9dc0fda7ff81
Source noteuspto-grants-2015_04