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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 903399Generated: October 30, 2026

Benzene → 2-Cyclohexen-1-one, 2,6,6-trimethyl-3-(2-methylpropoxy)-

https://huagongshe.com/reaction/903399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantIsobutanolHCID 6560—
ReactantHCID 70585111HCID 70585111—
SolventWaterHCID 962—
Product2-Cyclohexen-1-one, 2,6,6-trimethyl-3-(2-methylpropoxy)-HCID 10921765—

Reaction Steps

The compound 2,6,6-trimethylcyclohexen-1,3-dione (43.6 g) was added to a mixture of benzene (250 ml), isobutanol (50 ml) and PTSA (500 mg) and heated under reflux for 3 hr in conjunction with a Dean and Stark water separator. The reaction was then cooled to room temperature, washed with aqueous sodium carbonate solution and brine and taken to dryness "in vacuo". Distillation of residue through a 6" vacuum jacketed vigreaux column yielded pure 2,6,6-trimethyl-3-isobutoxycyclohex-2-en-1 one (54.6 g) bp 104°-107°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04227022
Source datasetuspto-grants-1980_10
ORD IDord-6079d3a98a224dcc8788fd11575dffd2
Source noteuspto-grants-1980_10