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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263047Generated: October 25, 2026

1-Butanol → 2-(Bromomethyl)-2-(2,3-dichlorophenyl)-1,3-dioxolane

https://huagongshe.com/reaction/263047

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantBromineHCID 24408—
Reactant1-(2,3-Dichlorophenyl)ethan-1-oneHCID 91986—
SolventEthylene GlycolHCID 174—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
Product2-(Bromomethyl)-2-(2,3-dichlorophenyl)-1,3-dioxolaneHCID 1262248149%

Reaction Steps

To a stirred solution of 120 parts of 1-(2,3-dichlorophenyl)-1-ethanone in 240 parts of butanol are added dropwise 101 parts of bromine at room temperature. After stirring for 1 hour at room temperature, there are added successively 42 parts of 1,2-ethanediol, 540 parts of anhydrous benzene and 4 parts of 4-methylbenzenesulfonic acid. The whole is stirred and refluxed overnight with water-separator. The reaction mixture is evaporated and the residue is dissolved in 2,2'-oxybispropane. The solution is washed with a diluted sodium hydroxide solution and three times with water, dried, filtered and evaporated. The residue is distilled, yielding 96.6 parts (49%) of 2-(bromomethyl)-2-(2,3-dichlorophenyl)-1,3-dioxolane; bp. 135°-137° C. at 0.1 mm. pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04156008
Source datasetuspto-grants-1979_05
ORD IDord-7490623b319f4c5b88090fda0263ba4c
Source noteuspto-grants-1979_05