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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816336Generated: November 2, 2026

Dimethyl Sulfoxide → HCID 22492944, compound

https://huagongshe.com/reaction/1816336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantAmmonium ChlorideHCID 25517—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 22492947HCID 22492947—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
ProductHCID 22492944HCID 2249294462.9%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of oxalyl chloride (2.14 ml) in dichloromethane (80 ml) was cooled to −78° C. in nitrogen atmosphere, and a solution of dimethylsulfoxide (6 ml) in dichloromethane (6 ml) was added slowly and stirred for 10 minutes at −78° C. To the reaction mixture was added a solution of 4′-methoxy-1,1′-bi(cyclohexyl)-4-ol (2.6 g) in dichloromethane (26 ml) slowly to maintain the reaction temperature and stirred for 2.5 hours at −40° C. To the reaction mixture was added triethylamine (12.4 ml) slowly. Then the reaction mixture allowed to warm to room temperature. To the reaction mixture was added ammonium chloride solution and ethyl acetate. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was concentrated under reduced pressure to give 4′-methoxy-1,1′-bi(cyclohexyl)-4-one (1.62 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884774B2
Source datasetuspto-grants-2005_04
ORD IDord-c4271c8b3d4e429eb55b8d246216ff6a
Source noteuspto-grants-2005_04