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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911706Generated: October 30, 2026

Toluene → 3-Methyl-1-(4-methylphenyl)butan-1-one

https://huagongshe.com/reaction/911706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantIsovaleryl chlorideHCID 66054—
ReactantAluminum(III) ChlorideHCID 6451240—
Product3-Methyl-1-(4-methylphenyl)butan-1-oneHCID 12506472100%

Reaction Steps

Add slowly isovaleryl chloride (3.0 g, 24.88 mmol) to an ice-cold stirred solution of aluminum trichloride (4.976 g, 37.32 mmol) in anhydrous toluene (60 mL). Stir the reaction mixture at ambient temperature overnight. Add slowly ice-cold water and extract the mixture twice with EtOAc. Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo to give the desired intermediate (4.38 g, 100%) that was used without any further purification. GC-MS m/z: 176 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-d580b12a7af14e8a8e69c23bce00f1ef
Source noteuspto-grants-2011_09