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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2058115Generated: October 31, 2026

Potassium Hydroxide → 3-Acetyl-4-(2,2-dichloroethenyl)-5,5-dimethyloxolan-2-one

https://huagongshe.com/reaction/2058115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
ReactantAcetoacetateHCID 6971017—
Reactant3,5,5,5-Tetrachloro-2-methylpentan-2-olHCID 12503849—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product3-Acetyl-4-(2,2-dichloroethenyl)-5,5-dimethyloxolan-2-oneHCID 327746—

Reaction Conditions

Temperature80 °C

Reaction Steps

112 g of 50% strength KOH were added dropwise at room temperature to 162 g (0.5 mol) of the acetoacetate of 2-methyl-3,5,5,5-tetrachloropentan-2-ol in 200 ml of toluene and 5 g of tetrabutylammonium bromide. The mixture was then heated to 80° C. for a further 1-2 hours. After cooling the mixture, the aqueous phase was rendered strongly acid and the salts which had precipitated were dissolved with water. The organic phase was then separated off and dried with sodium sulphate and the solvent was stripped off under reduced pressure. 105 g of 2-acetyl-3-(2',2'-dichlorovinyl)-4-methyl-γ-valerolactone were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04215050
Source datasetuspto-grants-1980_07
ORD IDord-ad56f9acf5de445388e0ab594787f018
Source noteuspto-grants-1980_07