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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048138Generated: October 31, 2026

Dimethyl Sulfoxide → HCID 19073214, compound

https://huagongshe.com/reaction/2048138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
ReactantSulfur trioxide-pyridineHCID 168533—
ReactantHCID 15638768HCID 15638768—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 19073214HCID 19073214—

Reaction Conditions

Temperature5 °C

Reaction Steps

33 g methyl-4-(1-hydroxy-2-phenylethyl)benzoate (prepared as described by Berk et al.; J. Org. Chem. 1988, 53, 5791) is dissolved in 200 mL of dichloromethane. The solution is cooled to 0-10° C. To this is added DMSO (10 eq) and triethylamine (1.5 eq) followed by addition of 1.5 eq of pyridine-sulphur trioxide-complex. The reaction is stirred overnight at RT 200 ml of water is added. Then ethyl acetate is added and the organic layer is separated, dried, and concentrated to obtain the crude compound. It is purified by column chromatography to obtain the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592591B2
Source datasetuspto-grants-2013_11
ORD IDord-014f9f1b292740498fa60b8bbf10d669
Source noteuspto-grants-2013_11