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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244333Generated: October 30, 2026

Toluene → 1-(3-Tert-butyl-4-hydroxyphenyl)ethanone

https://huagongshe.com/reaction/244333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAcetyl chlorideHCID 6367—
Reactant2-Tert-ButylphenolHCID 6923—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventWaterHCID 962—
Product1-(3-Tert-butyl-4-hydroxyphenyl)ethanoneHCID 1372414576.1%

Reaction Steps

Aluminium chloride (44.4 g, 333 mmol) was cooled to −45° C., followed by addition of toluene (1.25 L). 2-tert-butylphenol (50.0 g, 333 mmol) was added further and stirred for 2 hours. Further, acetyl chloride (26.1 g, 333 mmol) was added dropwise and stirred for 2.5 hours. The resultant reaction solution was added to ice-cooled water (250 mL) dropwise and stirred at room temperature. Crystals were collected by filtration and dried under reduced pressure (50° C.) to give 48.7 g of the captioned compound as white crystals (yield: 76.1%; HPLC purity: 99.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658620B2
Source datasetuspto-grants-2014_02
ORD IDord-13a618abd20544cb98fea892e5ee6d6d
Source noteuspto-grants-2014_02