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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091349Generated: October 29, 2026

Water → HCID 66777216, compound

https://huagongshe.com/reaction/2091349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
Reactant1-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-oneHCID 12870928—
SolventDimethylformamideHCID 6228—
ProductHCID 66777216HCID 6677721617%

Reaction Steps

To a solution (200 mL) of 1-[5-(benzyloxy)-2-hydroxyphenyl]ethanone (15.3 g) synthesized in Example A82(1) in N,N-dimethylformamide were added potassium carbonate (13.1 g) and ethyl bromoacetate (7.7 mL) at room temperature, and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The extract was concentrated under reduced pressure, the obtained residue was dissolved in N,N-dimethylformamide (100 mL) again, and 1,8-diazabicyclo[5.4.0]undec-7-ene (12.2 mL) was added to the solution. The reaction mixture was stirred at 80° C. overnight. After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The extract was concentrated under reduced pressure and the obtained solid was washed with ethanol-isopropyl ether to give the title object compound (3.3 g, 17%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436043B2
Source datasetuspto-grants-2013_05
ORD IDord-2144a668a9d940a783044bbd8f91030f
Source noteuspto-grants-2013_05