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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415720Generated: November 2, 2026

Water → HCID 228327, compound

https://huagongshe.com/reaction/1415720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant(+)-PulegoneHCID 442495—
ReactantTrimethylaluminumHCID 16682925—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 228327HCID 22832786.2%

Reaction Steps

1.52 g (10 mmol) of pulegone (2-isopropylidene-5-methylcyclohexanone) and 14.3 mg (0.1 mmol) of CuBr in 10 ml of dry THF are introduced at room temperature. 9.5 ml (11 mmol) of 10% trimethylaluminum in toluene and 1.3 g (12 mmol) of trimethylsilyl chloride are added at 0° C. It is stirred for 5 more hours at room temperature, hydrolyzed with 5 ml of water and extracted twice with 30 ml of ether each, and the organic phases are combined. After the solvent is evaporated, the product is distilled at 10 torr and 120° C. in a bulb tube. 1.45 g (86% of theory) of 2-tert-butyl-5-methylcyclohexanone is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05908945
Source datasetuspto-grants-1999_06
ORD IDord-eb1d085fd1194028a032845d3c1a7409
Source noteuspto-grants-1999_06