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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 67124Generated: October 26, 2026

4-Methylpyridine → 2,2-Dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid 2benzyl-(alpha-vinyl)-benzyl ester

https://huagongshe.com/reaction/67124

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylpyridineHCID 7963—
ReactantPermethric chlorideHCID 94551—
Reactant2-Benzyl-(alpha-vinyl)-benzyl alcoholHCID 53770294—
SolventDiethyl EtherHCID 3283—
Product2,2-Dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid 2benzyl-(alpha-vinyl)-benzyl esterHCID 54348935—

Reaction Conditions

Temperature25 °C

Reaction Steps

91 g (0.04 mole) of 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid chloride are added dropwise, whilst stirring, to 4.6 g (0.05 mole) of γ-picoline, 100 ml of absolute ether and 8.5 g (0.38 mole) of 2-benzyl-(α-vinyl)-benzyl alcohol at 0°-5° C. After having been stirred for 12 hours at 25° C., the reaction mixture is filtered and the filtrate is successively washed with 2 N sodium bicarbonate solution, 2 N hydrochloric acid and water. After drying over sodium sulfate, the filtrate is concentrated under reduced pressure and the resulting oil is purified by column chromatography over silica gel, using toluene as the eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04344961
Source datasetuspto-grants-1982_08
ORD IDord-bc78c4a0c5b148f591dbeb66b6a477aa
Source noteuspto-grants-1982_08