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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986930Generated: October 29, 2026

Dichloromethane → HCID 22493592, compound

https://huagongshe.com/reaction/986930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant2,6-LutidineHCID 7937—
ReactantAmmonium ChlorideHCID 25517—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantEthyl acetate hexaneHCID 21226206—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductHCID 22493592HCID 22493592—

Reaction Steps

In 100 ml of dichloromethane were dissolved 4.2 g of methyl 8-isopropylquinolone-2-carboxylate, 3 ml of 2,6-lutidine and 209 mg of 4-dimethylaminopyridine under a nitrogen gas stream. Trifluoromethanesulfonic anhydride (3.2 ml) was added dropwise to the resulting solution at 0° C., followed by stirring at room temperature for 24 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture and the resulting mixture was extracted with dichloromethane. The organic layer was successively washed with water and saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue so obtained was subjected to chromatography on a silica gel column (developing solvent: 5% ethyl acetate/n-hexane), whereby 6.3 g of the title compound were obtained in the form of a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06630463B2
Source datasetuspto-grants-2003_10
ORD IDord-de60dbd62761450b851e4433bf8b163c
Source noteuspto-grants-2003_10