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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229820Generated: November 2, 2026

Ethyl Acetate → HCID 18469297, compound

https://huagongshe.com/reaction/2229820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantHCID 22169095HCID 22169095—
ReactantHCID 178468701HCID 178468701—
SolventDimethylformamideHCID 6228—
ProductHCID 18469297HCID 1846929750.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-ethoxycarbonyl-2-mercaptobenzoxazole (670 mg) in DMF was added 60% sodium hydride (126 mg) in oil under ice-cooling, and the mixture was stirred for 30 minutes. A solution of 3-tert-butoxycarbonylmethylaminopropyl chloride (623 mg) in DMF was added to the reaction mixture, and the mixture was stirred with heating at 60° C. for 18 hours. Ethyl acetate was added to the reaction mixture, and the organic layer was washed with water and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=4/1 v/v) to give the title compound (594 mg, yield 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420561B1
Source datasetuspto-grants-2002_07
ORD IDord-e131adb70ffb4c8fb10ecb63303bd8b6
Source noteuspto-grants-2002_07