Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626864Generated: October 26, 2026

Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → 3-Methyl-hept-2-enedioic acid dimethyl ester, E

https://huagongshe.com/reaction/626864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
ReactantPentanoic acid, 5-oxo-, methyl esterHCID 554053—
SolventTolueneHCID 1140—
Product3-Methyl-hept-2-enedioic acid dimethyl ester, EHCID 642958848%

Reaction Steps

A solution of methyl 5-oxopentanoate (1.9 g, 14.6 mmol) and (carboethoxymethylene) triphenylphosphorane (5.0 g, 14.9 mmol) in toluene (50 mL) was refluxed for 8 hours. Solvent was removed under vacuo and the crude was purified by flash chromatography on silica gel (eluant: AcOEt/hexane 2/8) to give 1.32 g (48% yield) as colorless oil of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309253B2
Source datasetuspto-grants-2016_04
ORD IDord-8c98136f68ea4e76ae873c363dfc477e
Source noteuspto-grants-2016_04