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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048506Generated: November 1, 2026

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

https://huagongshe.com/reaction/2048506

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 numberUS08592431B2
Source datasetuspto-grants-2013_11
ORD IDord-6c09cccf4d3844d29a5033fc0b9cdb52
Source noteuspto-grants-2013_11