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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732220Generated: October 30, 2026

Water → HCID 23143281, compound

https://huagongshe.com/reaction/732220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-(4-([4-(chloromethyl)benzyl]oxy)phenyl)propanoateHCID 23082857—
ReactantHCID 23143269HCID 23143269—
SolventDimethylformamideHCID 6228—
ProductHCID 23143281HCID 2314328132.1%

Reaction Steps

To a solution of 5-methyl-4-phenyl-N-propyl-1,3-oxazole-2-amine (407 mg, 1.88 mmol) in N,N-dimethylformamide (10 mL) was added sodium hydride (60% in oil, 82 mg, 2.04 mmol) at room temperature and the mixture was stirred for 30 min. Methyl 3-[4-[[4-(chloromethyl)benzyl]oxy]phenyl]propanoate (500 mg, 1.57 mmol) was added to the reaction mixture and the mixture was stirred at room temperature for 4 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (251 mg, yield 32%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585880B2
Source datasetuspto-grants-2009_09
ORD IDord-5c24c35354fc4966b2f8c53696eff567
Source noteuspto-grants-2009_09