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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 359948Generated: October 26, 2026

p-Toluenesulfonic acid → 3-Methoxymethyl2,4-dioxaspiro[5.5]undecane

https://huagongshe.com/reaction/359948

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantCyclohexaneHCID 8078—
ReactantMethoxyacetaldehydeHCID 91563—
ReactantCyclohexanedimethanolHCID 250594—
SolventWaterHCID 962—
Product3-Methoxymethyl2,4-dioxaspiro[5.5]undecaneHCID 1459795097%

Reaction Steps

A mixture of 288 g (2 moles) of 1,1-dimethylolcyclohexane, 191 g (2.2 moles) of 85% strength methoxyacetaldehyde and 250 ml of cyclohexane was heated with 2 g of p-toluenesulfonic acid under a water separator until water no longer separated off. The resulting solution was washed with dilute sodium hydroxide solution, the solvent was stripped off under reduced pressure and the residue was subjected to fractional distillation under reduced pressure. 388 g (97% yield) of 3-methoxymethyl-2,4-dioxaspiro[5.5]undecane of boiling point 95° C./1 mbar were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05003089
Source datasetuspto-grants-1991_03
ORD IDord-5755b887ebef42ce85ae06f81bb7e645
Source noteuspto-grants-1991_03