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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930960Generated: November 1, 2026

Acetone → 4-Methoxy-4-(methoxymethyl)cyclohexanone

https://huagongshe.com/reaction/930960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant8-Methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decaneHCID 71247400—
SolventWaterHCID 962—
Product4-Methoxy-4-(methoxymethyl)cyclohexanoneHCID 85743131—

Reaction Steps

A mixture comprising 217 g (1.00 mol) 8-methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decane (prepared according to intermediate example 16e), 1.7 L acetone, 0.86 L water and 30.5 g 4-methylbenzenesulfonic acid hydrate was stirred at 23° C. overnight. The acetone was removed, 0.5 L saturated aqueous sodium hydrogencarbonate added followed by 0.4 L brine. The mixture was extracted with ethyl acetate, the combined organic layers were washed with brine and dried over sodium sulfate. After filtration and removal of the solvent 180 g (max. 100%) of the title compound were obtained that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296757B2
Source datasetuspto-grants-2016_03
ORD IDord-f7315733175b45699d7356835f2c2b5b
Source noteuspto-grants-2016_03