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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2081314Generated: November 2, 2026

Iodine → 4-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid methyl ester

https://huagongshe.com/reaction/2081314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
Reactanttrans-1,2-Bis(tri-n-butylstannyl)ethyleneHCID 5378370—
Reactant4-(2-Bromophenoxy)-butyric acid methyl esterHCID 15070126—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product4-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid methyl esterHCID 1507012765.5%

Reaction Steps

Under the conditions of example 2C, 482 mg of 4-(2-bromophenoxy)-butyric acid methyl ester and 3.2 g of (E)-1,2-bis-(tri-n-butylstannyl)-ethylene (50%) in 6 ml of toluene are heated in the presence of 47 mg of tetrakis-(triphenylphosphine)-palladium, diluted with 6 ml of diethyl ether, mixed with a solution of 1.02 g of iodine in 5 ml of diethyl ether, concentrated by evaporation, and the residue is chromatographed on silica gel. 400 mg of 4-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid methyl ester is obtained as an oily crude product, which is used in the next stage without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05183925
Source datasetuspto-grants-1993_02
ORD IDord-646e1bbdca9643b2846206a3487de3c0
Source noteuspto-grants-1993_02