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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091359Generated: November 1, 2026

Water → HCID 43332515, compound

https://huagongshe.com/reaction/2091359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBromoacetoneHCID 11715—
Reactant1-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-oneHCID 12870928—
SolventDimethylformamideHCID 6228—
ProductHCID 43332515HCID 4333251534%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution (120 mL) of 1-[5-(benzyloxy)-2-hydroxyphenyl]ethanone (6.4 g) synthesized in Example A82(1) in N,N-dimethylformamide were added potassium carbonate (10.8 g) and bromoacetone (4.8 g) at room temperature, and the mixture was stirred at 80° C. 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, and the obtained residue was dissolved in N,N-dimethylformamide (120 mL) again, and 1,8-diazabicyclo[5.4.0]undec-7-ene (5.1 mL) was added to the solution. The reaction mixture was stirred at 80° C. for 2 hr. 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 (2.5 g, 34%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436043B2
Source datasetuspto-grants-2013_05
ORD IDord-59a1a6151bfe417e8bb84c12015fb762
Source noteuspto-grants-2013_05