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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072711Generated: November 4, 2026

Triphenylphosphine → Ethyl (2R)-2-(4-{1-[3-(4-butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoate

https://huagongshe.com/reaction/1072711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantEthyl phenyllactate, (-)-HCID 9877619—
Reactant4-{1-[3-(4-butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenolHCID 22387345—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductEthyl (2R)-2-(4-{1-[3-(4-butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoateHCID 8675976833%

Reaction Steps

A solution of 4-{1-[3-(4-butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenol (880 mg, 2.53 mmol), ethyl (S)-2-hydroxy-3-phenylpropanoate (492 mg, 2.53 mmol), triphenylphosphine (665 mg, 2.54 mmol) and diethyl azodicarboxylate (442 mg, 2.54 mmol) in toluene (30 ml) was refluxed for 20 hours under heating. The residue was poured into water, extracted with ethyl acetate, washed with saturated brine and dried over magnesium sulfate anhydride. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1) to give the object compound as an oily substance. 440 mg (yield: 33%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911468B2
Source datasetuspto-grants-2005_06
ORD IDord-b21c142f7c17407bb9ebc7ff3b76dc1b
Source noteuspto-grants-2005_06