Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072746Generated: November 2, 2026

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

https://huagongshe.com/reaction/1072746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantEthyl phenyllactate, (-)-HCID 9877619—
Reactant4-[l-(3-decyloxyphenyl)-5-methyl-1H-pyrrol-2-yl]phenolHCID 22387685—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductEthyl (2R)-2-{4-[1-(3-decyloxyphenyl)-5-methyl-1H-pyrrole-2-yl]phenoxy}-3-phenylpropanoateHCID 8658889749.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-[l-(3-decyloxyphenyl)-5-methyl-1H-pyrrol-2-yl]phenol (1.40 g, 3.45 mmol), ethyl (S)-2-hydroxy-3-phenylpropanoate (1.00 g, 5.18 mmol) and triphenylphosphine (1.36 g, 5.18 mmol) in toluene (2 ml) was added 1,1′-(azodicarbonyl)dipiperidine (1.31 g, 5.18 mmol) and the mixture was stirred at 80° C. for 12 hours. The reaction solution was poured into water and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate anhydride and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to give the object compound as an oily substance. 1.00 g (yield: 49.8%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911468B2
Source datasetuspto-grants-2005_06
ORD IDord-85d2564ab2044c7c8110eb657b9db507
Source noteuspto-grants-2005_06