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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656928Generated: October 26, 2026

Allyl bromide → 1-Chloro-2-methyl-3-prop-2-enylbenzene

https://huagongshe.com/reaction/1656928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178427904HCID 178427904—
CatalystHCID 178478626HCID 178478626—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product1-Chloro-2-methyl-3-prop-2-enylbenzeneHCID 1067865342.5%

Reaction Steps

158 g of vanadium trichloride are dissolved in 800 ml of dichloromethane, and 500 ml of a solution of 1 mol of 2-methyl-3-chlorophenylmagnesium chloride in THF are added at 25° C. Stirring is carried out for 0.5 hour, after which 121 g of allyl bromide are added dropwise, stirring is effected for 10 hours at 25° C. and the mixture is then refluxed for 6 hours. The resulting reaction mixture is poured into 2 l of saturated, aqueous sodium bicarbonate solution and then extracted with methyl tertbutyl ether. 70.9 g of 1-chloro-2-methyl-3-prop-2-enylbenzene (bp. 78° C./1 mbar) are obtained by distillation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05256666
Source datasetuspto-grants-1993_10
ORD IDord-1f3bd82c83b648a297ceef83099c35ef
Source noteuspto-grants-1993_10