Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262334Generated: November 1, 2026

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

https://huagongshe.com/reaction/262334

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) b.p. 104°-107°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04153805
Source datasetuspto-grants-1979_05
ORD IDord-9619adc1868045b49f48b44df9fd8895
Source noteuspto-grants-1979_05