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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384849Generated: October 29, 2026

2-Methylcyclohexanone → HCID 13549633, compound

https://huagongshe.com/reaction/384849

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylcyclohexanoneHCID 11419—
ReactantSodium BicarbonateHCID 516892—
Reactant2,4-Pentanediol, (-)-HCID 2723683—
CatalystBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
SolventTolueneHCID 1140—
ProductHCID 13549633HCID 1354963377.7%

Reaction Steps

A mixture of 2-methylcyclohexanone (13.1 g), (2R,4R)-2,4-pentanediol (12.2 g), pyridinium p-toluene sulfonate (119 mg) and toluene (120 ml) was refluxed with heating for 8 hours. The reaction mixture was added with a saturated aqueous solution of sodium hydrogen carbonate, extracted with diethyl ether, the organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate=100/0 to 0/100 gradient) to obtain 18.0 g of (2R,4R)-2,4,7-trimethyl-1,5-dioxaspiro[5.5]undecane

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367835B2
Source datasetuspto-grants-2013_02
ORD IDord-203f9a7dea36498ea963dda58820237f
Source noteuspto-grants-2013_02