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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068874Generated: November 1, 2026

Acetone → HCID 58550327, compound

https://huagongshe.com/reaction/2068874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
ReactantHCID 58550271HCID 58550271—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 58550327HCID 5855032788.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 7-benzyloxymethyl-7-methyl-1,4-dioxaspiro[4.5]decane (5.3 g, 19 mmol) in a mixed solvent of acetone (42 ml) and water (11 ml) was added pyridinium p-toluenesulfonate (4.8 g, 19 mmol), and the mixture was stirred with heating at 80° C. for 2 hr. After cooling, to the reaction mixture were added ethyl acetate and water, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed successively with water and saturated brine, and dried over sodium sulfate. Sodium sulfate was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography to give the title compound (3.9 g, yield 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299070B2
Source datasetuspto-grants-2012_10
ORD IDord-68e95e3544c843a091da6a6a4c78f276
Source noteuspto-grants-2012_10