Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415859Generated: November 2, 2026

Water → HCID 228327, compound

https://huagongshe.com/reaction/1415859

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 trimethyl aluminum as 10% solution in toluene is instilled in 4.56 g (30 mmol) of 2-isopropylidene-5-methyl-cyclohexan-1-one (pulegon) and 214.5 mg (1.5 mmol) of CuBr in 30 ml of ethyl acetate. The reaction solution is stirred 1 hour more at 25° C. 2 ml of water is carefully added for hydrolysis and stirred for 15 minutes more. The inorganic solid is suctioned off, washed again 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 isomer mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05908944
Source datasetuspto-grants-1999_06
ORD IDord-a07f207bd1ca44b29ba763f4866d37d5
Source noteuspto-grants-1999_06