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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1562Generated: October 23, 2026

Chlorine → 4-(3,5-Dichloro-4-methylphenyl)-4-oxobutanoic acid

https://huagongshe.com/en/reaction/1562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorineHCID 24526—
Reactant4-(4-Methylphenyl)-4-oxobutanoic acidHCID 244162—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product4-(3,5-Dichloro-4-methylphenyl)-4-oxobutanoic acidHCID 1253358644.2%

Reaction Steps

To a mixture of 3-(4-methylbenzoyl)propionic acid (7.5 g) and methylene chloride (250 ml) was added slowly portionwise aluminum chloride (15 g) at 0° C. After the addition was completed chlorine gas was bubbled in slowly at 0° C. After 6 hours the reaction mixture was poured into a mixture of hydrochloric acid and ice and extracted with methylene chloride (3×150 ml), the combined organic layers were washed with water, dried and evaporated under vacuum yielding 3-(3,5-dichloro-4-methylbenzoyl)propionic acid as a yellow solid (4.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05726176
Source datasetuspto-grants-1998_03
ORD IDord-6293fd2e9db947d781cf392334ab42c8
Source noteuspto-grants-1998_03