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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515078Generated: October 25, 2026

Triphenylphosphine → Ethyl 3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propionate

https://huagongshe.com/reaction/1515078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-(Trifluoromethyl)benzenemethanolHCID 67684—
ReactantDiethylazodicarboxylate tolueneHCID 66777355—
ReactantEthyl 3-ethoxy-3-(4-hydroxyphenyl)propionateHCID 67058135—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propionateHCID 6705805375%

Reaction Conditions

Temperature50 °C

Reaction Steps

Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate (100 mg, 0.420 mmol) produced in Example 1 (1C) and [4-(trifluoromethyl)phenyl]methanol (111 mg, 0.630 mmol) were dissolved in tetrahydrofuran (10 mL), and triphenylphosphine (178 mg, 0.680 mmol) and a 40% diethyl azodicarboxylate toluene solution (309 μL, 0.680 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 4 hours. After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 95:5 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (125 mg, yield: 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-ed2253a9add0408fa00faaa9c5c50758
Source noteuspto-grants-2012_07