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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890655Generated: October 30, 2026

4-Toluenesulfonyl chloride → HCID 21866687, compound

https://huagongshe.com/reaction/890655

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 21866935HCID 21866935—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 21866687HCID 21866687102.2%

Reaction Steps

3-[2-(p-Tolyl)-5-trifluoromethyloxazol-4-yl]-1-propanol (6.40 g) synthesized according to the method of Kawase et. al. (Chem. Pharm. Bull., 46, 749–756(1998)) was dissolved in 35 ml of dichloromethane. To the solution were added sequentially 293 mg of 4-(dimethylamino)pyridine, 4.7 ml of triethylamine and 5.13 g of p-toluenesulfonyl chloride, and stirred for 3 hours at room temperature. To the reaction solution was added ethyl acetate, and washed with water, 10% hydrochloric acid and an aqueous solution of saturated aqueous sodium hydrogen carbonate solution sequentially, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to provide 10.08 g of the objective compound as pale brown crystals. M.p. 57–58° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06998412B2
Source datasetuspto-grants-2006_02
ORD IDord-2d1dfa1db91b431ba2f2989b18cc2fe9
Source noteuspto-grants-2006_02