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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975631Generated: November 2, 2026

Water → HCID 54549204, compound

https://huagongshe.com/reaction/1975631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl ChlorideHCID 6327—
ReactantSodium HydroxideHCID 14798—
Reactant3-Methyl-5-(2,2,3-trimethylcyclopentyl)pent-3-en-2-oneHCID 53748654—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventTolueneHCID 1140—
ProductHCID 54549204HCID 54549204—

Reaction Steps

To a rapidly stirred mixture of 400 g of NaOH, 400 g of H2O and 400 ml of toluene are added 8 g of tricaprylmethylammonium chloride (Aliquat 336), then 70 g of 3-methyl-5-(2,2,3-trimethyl-cyclopent-1-yl)-pent-3-en-2-one (0.34 moles) at room temperature. At the end of the addition methyl chloride is injected over~20 hours. The temperature reaches 30° C. The reaction is monitored by GC. After 20 hours the alkylation is finished and the reaction mass is poured into ice. The resulting mixture is extracted with ether. The organic phase is washed with H2O and the solvents are removed by evaporation. The distillation of the crude product using a Widmer column leads to 38 g of pure ketone (purity: 96%, GC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05288701
Source datasetuspto-grants-1994_02
ORD IDord-ca5aa2c53ee14906bee3268d25c97560
Source noteuspto-grants-1994_02