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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039113Generated: October 29, 2026

1-{[1-(4-Trifluoromethyl-benzyloxy)-naphthalene-2-carbonyl]-amino}-cyclopent-3-enecarboxylic acid methyl ester → 1-{[1-(4-Trifluoromethyl-benzyl-oxy)-naphthalene-2-carbonyl]-amino}-cyclopent-3-enecarboxylic acid

https://huagongshe.com/reaction/1039113

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-{[1-(4-Trifluoromethyl-benzyloxy)-naphthalene-2-carbonyl]-amino}-cyclopent-3-enecarboxylic acid methyl esterHCID 68842057—
SolventMethanolHCID 887—
SolventLithium HydroxideHCID 3939—
SolventTetrahydrofuranHCID 8028—
Product1-{[1-(4-Trifluoromethyl-benzyl-oxy)-naphthalene-2-carbonyl]-amino}-cyclopent-3-enecarboxylic acidHCID 2476961665.2%

Reaction Steps

316 mg 1-{[1-(4-trifluoromethyl-benzyloxy)-naphthalene-2-carbonyl]-amino}-cyclopent-3-enecarboxylic acid methyl ester in 9 ml THF, 1.6 ml of 2 M lithium hydroxide and 18 ml methanol were reacted at room temperature for 8 h. The organic solvents were then removed in vacuo, and the residue was acidified with 2 M hydrochloric acid and extracted with ethyl acetate twice. The combined organic layers were dried over magnesium sulphate, and concentrated to yield 200 mg of 1-{[1-(4-trifluoromethyl-benzyl-oxy)-naphthalene-2-carbonyl]-amino}-cyclopent-3-enecarboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552033B2
Source datasetuspto-grants-2013_10
ORD IDord-d1de8ac6191841cc99c8a4d4db6ff1e8
Source noteuspto-grants-2013_10