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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022572Generated: October 31, 2026

Ethyl bromoacetate → HCID 86663849, compound

https://huagongshe.com/reaction/1022572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantHCID 44614461HCID 44614461—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86663849HCID 86663849—

Reaction Steps

To a solution of ethyl N-(tert-butoxycarbonyl)-N-(2-hydroxyethyl)glycinate (1.2 g) in THF (17 mL) was added ethyl bromoacetate (0.8 ml) under ice-cooling, and the mixture was stirred for 5 min. To this solution was added sodium hydride (288 mg), and the mixture was stirred under ice-cooling for 5 min, and at room temperature for 60 min. The reaction mixture was ice-cooled again, ice water was added, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (788 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-54a8d72f979d4be390dd360a44754608
Source noteuspto-grants-2014_05