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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198315Generated: October 26, 2026

Oxalic Acid → 2,3,4-Trifluorophenyl p-pentylbenzoate

https://huagongshe.com/reaction/1198315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantOxygenHCID 977—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1,2,3-TrifluorobenzeneHCID 15147—
Reactant4-Pentylbenzoic acidHCID 33479—
Reactant2,3,4-TrifluorophenolHCID 123174—
ReactantButyllithiumHCID 178418339—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTolueneHCID 1140—
Product2,3,4-Trifluorophenyl p-pentylbenzoateHCID 14495651—

Reaction Steps

A mixture of 10 mmol of dicyclohexylcarbodiimide and 1.5 ml of toluene is added to a amixture of 10 mmol of p-pentylbenzoic acid, 10 mmol 2,3,4-trifluorophenol (prepared from 1,2,3-trifluorobenzene in accordance with the literature: A. M. Roe et al., Chem. Comm. 1965, 582, by metalation with n-butyllithium at -50° C. analogously to Example 2 and subsequent oxygenation with atmospheric oxygen), 1 mmol of 4-dimethylaminopyridine and 15.0 ml of toluene. After the mixture has been stirred at room temperature for 4 hours, 20 mg of oxalic acid are added and the mixture is stirred for a further 30 minutes. Customary working up gives 2,3,4-trifluorophenyl p-pentylbenzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05279764
Source datasetuspto-grants-1994_01
ORD IDord-0fcd157dfd5544aca69799d7abb317cd
Source noteuspto-grants-1994_01