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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 440499Generated: October 25, 2026

1,2-Dibromoethane → 1-(2-Methoxyphenyl)cyclopropane-1-carbonitrile

https://huagongshe.com/reaction/440499

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium HydroxideHCID 14797—
Reactant18-Crown-6HCID 28557—
Reactant(2-Methoxyphenyl)acetonitrileHCID 81496—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product1-(2-Methoxyphenyl)cyclopropane-1-carbonitrileHCID 10219629—

Reaction Steps

A mixture of (2-methoxyphenyl)acetonitrile (147 g and 1,2-dibromomethane (168 ml) in dimethylsulphoxide (250 ml) was added over 1 hour to a stirred suspension of powdered potassium hydroxide (250 g) and 18-Crown-6 (5 g) in dimethylsulphoxide (1200 ml) at 25° C. Stirring was continued for 20 hours. Water (1200 ml) was added and the mixture extracted with ether to give a crude oil which was purified by distillation (b.p. 102°/0.25) to give 1-(2-methoxyphenyl)cyclopropane carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05519034
Source datasetuspto-grants-1996_05
ORD IDord-b2648443183f413882b50633aa22920f
Source noteuspto-grants-1996_05