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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407252Generated: October 31, 2026

Ethyl bromoacetate → HCID 25175166, compound

https://huagongshe.com/reaction/2407252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant1106938-11-7HCID 25175001—
SolventDimethylformamideHCID 6228—
ProductHCID 25175166HCID 2517516671.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (R*)-3-{1-[(S)-1-(2,3-dihydrobenzo[1,4]dioxin-2-yl)methyl]piperidin-3-yl}phenol (201 mg, 0.62 mmol) in dry DMF (2 ml) was added NaH (60% in oil, 30 mg, 0.75 mmol) under nitrogen atmosphere and the mixture was stirred at 0° C. for 5 min, then allowed to warm to RT and stirred for further 2.5 h. The reaction mixture was cooled to 0° C., ethyl bromoacetate (106 mg, 0.62 mmol) was added and the mixture was stirred at RT overnight. Potassium tert-butoxide (69 mg, 0.61 mmol) was added and the mixture was stirred for 3 h at RT and filtered. The precipitate was dissolved in dry MeOH, the solution filtered and evaporated to dryness to give 170 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809536B2
Source datasetuspto-grants-2014_08
ORD IDord-589870d06254431ebac477d1f34e2c43
Source noteuspto-grants-2014_08