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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276617Generated: October 25, 2026

Acetone → 3-(3,4-Dimethoxyphenyl)-2-methyl-6-oxohexane-3-carbonitrile

https://huagongshe.com/reaction/2276617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantOxalic AcidHCID 971—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Cyano-2-(3,4-dimethoxyphenyl)-2-isopropylethyl-1,3-dioxolaneHCID 67104174—
SolventWaterHCID 962—
Product3-(3,4-Dimethoxyphenyl)-2-methyl-6-oxohexane-3-carbonitrileHCID 3015370—

Reaction Conditions

Temperature80 °C

Reaction Steps

Oxalic acid dehydrate (504.6 mg, 3.96 mmol) was added to a solution of the acetal (19) (372 mg, 1.16 mmol) in acetone (10 mL) and water (10 mL). The resulting mixture was stirred at 80° C. for four hours. The reaction mixture was cooled to room temperature. Potassium carbonate (1.3 g) was added to quench the reaction. The mixture was extracted with ethyl ether (3×20 mL). The organic solution was washed with brine, dried over sodium sulfate, concentrated to afford the crude product (17) (293 mg), which was used in the next step without further purification. The product was confirmed by H-NMR spectra.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09132200B2
Source datasetuspto-grants-2015_09
ORD IDord-024016f812f54a58bf24516a80da74bd
Source noteuspto-grants-2015_09