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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 616652Erstellt: 25. Oktober 2026

Phosphorane, ethylidenetriphenyl- → Ethyl alpha-(3,4-dimethoxyphenyl)crotonate

https://huagongshe.com/reaction/616652

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorane, ethylidenetriphenyl-HCID 137195—
EduktBenzeneacetic acid, 3,4-dimethoxy-alpha-oxo-, ethyl esterHCID 170290—
KatalysatorPhosphonium, ethyltriphenyl-, bromide (1:1)HCID 73727—
LösungsmittelDiethyl EtherHCID 3283—
ProduktEthyl alpha-(3,4-dimethoxyphenyl)crotonateHCID 70615010—

Reaktionsschritte

To a diethyl ether solution of ethylidenetriphenylphosphorane prepared in the usual way from 800 g. of ethyltriphenylphosphonium bromide, 400 g. of ethyl 3,4-dimethoxyphenylglyoxylate in 600 ml. of ether are added dropwise. After refluxing for 4-5 hours, the solvent is evaporated and substituted with tetrahydrofuran. The mixture is then heated for 36 hours and then evaporated to dryness and the residue is extracted with diethyl ether in a Soxhlet apparatus giving 150 g. of the title compound. Pursuant to this procedure, the following other α-arylcrotonate starting materials are prepared:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04075241
Quelldatensatzuspto-grants-1978_02
ORD IDord-a5755b4f3c46421b8a14187d27c854ba
Quellennotizuspto-grants-1978_02