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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515077Generated: November 3, 2026

Triphenylphosphine → Ethyl 3-ethoxy-3-(4-{[3-(1H-pyrrol-1-yl)benzyl]oxy}phenyl)propionate

https://huagongshe.com/reaction/1515077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant[3-(1H-Pyrrol-1-yl)phenyl]methanolHCID 2776531—
ReactantDiethylazodicarboxylate tolueneHCID 66777355—
ReactantEthyl 3-ethoxy-3-(4-hydroxyphenyl)propionateHCID 67058135—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-ethoxy-3-(4-{[3-(1H-pyrrol-1-yl)benzyl]oxy}phenyl)propionateHCID 6705808365%

Reaction Steps

Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate (100 mg, 0.420 mmol) produced in Example 1 (1C) and 3-(1H-pyrrol-1-yl)phenylmethanol (104 mg, 0.600 mmol) were dissolved in tetrahydrofuran (2 mL), and triphenylphosphine (165 mg, 0.629 mmol) and a diethyl azodicarboxylate toluene solution (2.2 M, 290 μL, 0.638 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at room temperature for 2 hours. The solvent in the reaction solution was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 90:10 (v/v)), whereby the objective title compound was obtained as a light yellow oily substance (107 mg, yield: 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-43f32b0dead04960801a5840a8b0f80c
Source noteuspto-grants-2012_07