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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526488Generated: November 2, 2026

Dimethyl Sulfoxide → Ethyl 2-(3-oxocyclohexyl)acetate

https://huagongshe.com/reaction/1526488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium ChlorideHCID 5234—
Reactant1,3-Diethyl 2-(3-oxocyclohexyl)propanedioateHCID 317049—
SolventWaterHCID 962—
ProductEthyl 2-(3-oxocyclohexyl)acetateHCID 11355886110.8%

Reaction Conditions

Temperature180 °C

Reaction Steps

A solution of 1,3-diethyl 2-(3-oxocyclohexyl)propanedioate (28.50 g, 111.20 mmol, 1.00 equiv) and sodium chloride (7.02 g, 1.10 equiv) in a mixture of water (4 mL)/DMSO (80 mL) was heated for 24 h at 180° C. in an oil bath. After cooled down to r.t, the reaction was then diluted with water, extracted with 3×300 mL of ethyl acetate. The organic layers were combined, washed with water and brine, dried over anhydrous sodium sulfate and concentrated under vacuum to give ethyl 2-(3-oxocyclohexyl)acetate (22.7 g, crude) as yellow oil which was used for next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085586B2
Source datasetuspto-grants-2015_07
ORD IDord-3fcd02889b0048589ba3d482638b605e
Source noteuspto-grants-2015_07