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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1412479Generated: November 2, 2026

Acetone → 4-(2-Hydroxy-2-methylpropoxy)-4-methylcyclohexanone

https://huagongshe.com/reaction/1412479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrochloric AcidHCID 313—
Reactant2-Methyl-1-[(8-methyl-1,4-dioxaspiro[4.5]dec-8-yl)oxy]propan-2-olHCID 67009701—
SolventWaterHCID 962—
Product4-(2-Hydroxy-2-methylpropoxy)-4-methylcyclohexanoneHCID 6700989071%

Reaction Steps

A mixture of 2-methyl-1-[(8-methyl-1,4-dioxaspiro[4.5]dec-8-yl)oxy]propan-2-ol (1.81 g), 3N hydrochloric acid (20 mL) and acetone (20 mL) was stirred at room temperature for 18 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography [eluent: hexane/ethyl acetate=80/20→65/35 (volume ratio)] to give the title compound as a colorless oil (1.05 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921379B2
Source datasetuspto-grants-2014_12
ORD IDord-f95d9f5a6e804552b0506006213d7899
Source noteuspto-grants-2014_12