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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553394Generated: October 31, 2026

Water → HCID 67461305, compound

https://huagongshe.com/reaction/553394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl ethyl etherHCID 18523—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67461582HCID 67461582—
SolventAcetonitrileHCID 6342—
ProductHCID 67461305HCID 6746130575%

Reaction Steps

6-Phenyl-3-[2-(trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-one (0.20 g, 0.48 mmol) and sodium hydrogen carbonate (0.08 g, 0.85 mmol) were suspended in acetonitrile (10 ml), added with chloromethylethyl ether (0.07 g, 0.83 mmol) and heated to reflux for three hours. After cooling to room temperature, the reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 6-phenyl-3-{2-[N-(ethoxymethyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinan-2-one (0.17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048825B2
Source datasetuspto-grants-2011_11
ORD IDord-6a591d6f340e4e21bc09be299994c383
Source noteuspto-grants-2011_11