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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019193Generated: November 2, 2026

Diethyl Ether → 2(5H)-Furanone, 4-[4-(methylthio)phenyl]-3-phenyl-

https://huagongshe.com/reaction/1019193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriphenylarsineHCID 11773—
ReactantPhenylboronic AcidHCID 66827—
Reactant3-iodo-4-(4-(methylthio)phenyl)-2-(5H)-furanoneHCID 12150590—
CatalystBis(benzonitrile)palladium chlorideHCID 498840—
SolventBenzeneHCID 241—
SolventSodium HydroxideHCID 14798—
Product2(5H)-Furanone, 4-[4-(methylthio)phenyl]-3-phenyl-HCID 11044235—

Reaction Steps

A mixture of 4 g of the product of Step 3, 3.7 g of PhB(OH)2, 0.4 g of Ph3As, 0.4 g of PdCl2(PhCN)2 in 100 ml of benzene and 15 ml of 2N NaOH is refluxed for 6 h. Ether(200 ml) is then added and the mixture is washed with 100 ml of saturated NaHCO3. The organic layer is dried over MgSO4 and concentrated. The residue is purified by flash chromatography on silica gel eluted with 4:1 hexane/EtOAc to give the tide compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486194B2
Source datasetuspto-grants-2002_11
ORD IDord-f54cca4d6bba48b5b1bed8a4c7162755
Source noteuspto-grants-2002_11