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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413517Generated: October 31, 2026

Toluene → 4-Chloro-4'-methylbutyrophenone

https://huagongshe.com/reaction/413517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-Chlorobutyryl chlorideHCID 78370—
ReactantAluminum(III) ChlorideHCID 6451240—
Product4-Chloro-4'-methylbutyrophenoneHCID 9874595%

Reaction Conditions

Temperature3 °C

Reaction Steps

suspended anhydrous AlCl3 (156 g, 1.15 mol) in toluene (1500 mL) and cool to 2-4° C. Add, by slow addition, a solution of 4-chlorobutyryl chloride (165.5 g, 1.15 mol) in toluene (300 mL). Stir for 15 minutes and pour into stirring ice-water (2.5L). Stir for 30 hours, decant the toluene and extract the aqueous phase with toluene (700 mL). Combine the organic layers and wash three times with water (1L, 1L. 500 mL). Evaporate the solvent in vacuo to give the title compound as a pale yellow oil (292.3 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566526B2
Source datasetuspto-grants-2003_05
ORD IDord-6e9dfab797ee4f1d8098a7e6e691e426
Source noteuspto-grants-2003_05