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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166017Generated: October 31, 2026

p-Toluenesulfonic acid → Ethyl 4-bromo-3-oxopentanoate

https://huagongshe.com/reaction/2166017

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantBromineHCID 24408—
ReactantEthyl 3-oxovalerateHCID 78656—
SolventMethyl ChlorideHCID 6327—
ProductEthyl 4-bromo-3-oxopentanoateHCID 12780443—

Reaction Steps

277 g of bromine are added dropwise to a solution of 250 g of ethyl 3-oxovalerate and 0.5 g of p-toluenesulphonic acid in 55 ml of methyl chloride at room temperature, while stirring. The mixture is subsequently stirred at 30° C. for one hour, ice-water is added and the organic phase is separated off. The aqueous phase is extracted once more with methylene chloride and the combined organic phases are then dried over magnesium sulphate and evaporated. The product is further processed in the crude form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04943568
Source datasetuspto-grants-1990_07
ORD IDord-70bb8d441d0643388a5e29553a42b882
Source noteuspto-grants-1990_07