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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415725Generated: November 2, 2026

Water → HCID 228327, compound

https://huagongshe.com/reaction/1415725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Menth-4(8)-en-3-oneHCID 6988—
ReactantTrimethylaluminumHCID 16682925—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 228327HCID 22832770%

Reaction Conditions

Temperature25 °C

Reaction Steps

28.5 ml (33 mmol) of trimethylaluminum as 10% solution in toluene is instilled in 4.56 g (30 mmol) of 2-isopropylidene-5-methyl-cyclohexan-1-one (pulegone) and 214.5 mg (1.5 mmol) of CuBr in 30 ml of ethyl acetate. The reaction solution is stirred for 1 more hour at 25° C. For hydrolysis, 2 ml of water is carefully added and stirred for 15 more minutes. The inorganic solid is suctioned off, rewashed with ethyl acetate and the solution is concentrated by evaporation in a vacuum. Distillation of the crude product at 120° C./6 torr yields 3.4 g of 2-tert-butyl-5-methyl-cyclohexanone (70% of theory) as a mixture of isomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05908945
Source datasetuspto-grants-1999_06
ORD IDord-068c91c5f7ec4164a6b28906db4574e9
Source noteuspto-grants-1999_06