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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1367152Generated: October 31, 2026

Ethyl bromoacetate → HCID 86616389, compound

https://huagongshe.com/reaction/1367152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66973538HCID 66973538—
SolventDimethylformamideHCID 6228—
ProductHCID 86616389HCID 86616389—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of (5R)-5-(3,5-difluorophenyl)-2,2-dimethylmorpholin-3-one from Step G (150 mg, 0.62 mmol) in DMF (2 mL) at 0° C. was added NaH (27 mg of a 60% dispersion in oil, 0.68 mmol). After 10 min, ethyl bromoacetate (104 mg, 0.62 mmol) was added and the mixture was stirred at 0° C. for 30 min. Saturated aqueous NaHCO3 (5 mL) was added and the mixture was extracted with EtOAc (2×10 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc—95:5 to 70:30, to give the title compound. MS: m/z=328 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893079B2
Source datasetuspto-grants-2011_02
ORD IDord-4b4ab8872ada426985ef8e65814a7854
Source noteuspto-grants-2011_02