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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971636Generated: October 30, 2026

Benzene → 4-[2-(Bromomethyl)-1,3-dioxolan-2-yl]benzonitrile

https://huagongshe.com/reaction/971636

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactant1-ButanolHCID 263—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-(Bromoacetyl)benzonitrileHCID 98654—
SolventEthylene GlycolHCID 174—
Product4-[2-(Bromomethyl)-1,3-dioxolan-2-yl]benzonitrileHCID 2796904—

Reaction Steps

To a stirred solution of 112 parts of 4-(2-bromoacetyl)benzonitrile in 320 parts of butanol are added 5 parts of 4-methylbenzenesulfonic acid and 360 parts of benzene. Then there are added dropwise 46.5 parts of 1,2-ethanediol. Upon completion, stirring is continued for 4 hours at reflux. The reaction mixture is evaporated. The oily residue is crystallized from 2,2'-oxybispropane. The product is filtered off and recrystallized from methanol, yielding 95.12 parts of 4-[2-(bromomethyl)-1,3-dioxolan-2-yl]benzonitrile; mp. 92.4° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04160838
Source datasetuspto-grants-1979_07
ORD IDord-394cb5c95f804ade8534f9d0714878ab
Source noteuspto-grants-1979_07