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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 974654Generated: October 31, 2026

Toluene → p-METHYLACETOPHENONE

https://huagongshe.com/reaction/974654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAcetyl chlorideHCID 6367—
ReactantLithium ChlorideHCID 433294—
ReactantAluminum(III) ChlorideHCID 6451240—
Solvent1,1-DichloroethaneHCID 6365—
Productp-METHYLACETOPHENONEHCID 8500—

Reaction Steps

To an agitated mixture of aluminium chloride (20 g., 0.15 mole) and lithium chloride (3.18 g., 0.075 mole) and dichloroethane (20 ml) at -15° C. was slowly added toluene (4.6 g., 0.05 mole) and acetyl chloride (3.93 g., 0.05 mole) in dichloroethane (10 ml). The reaction mixture was left at -15° C. for one hour then allowed to warm up to room temperature overnight. After working up as described in Example 1, the 4-methylacetophenone obtained (7.17 g.), had a 1H NMR estimated purity of about 95%. 1H NMR showed less than 2% ortho isomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05068447
Source datasetuspto-grants-1991_11
ORD IDord-31a6707e929f48a4ae799cf1a3f7e34d
Source noteuspto-grants-1991_11