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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349988Generated: October 31, 2026

Dimethylformamide → ethyl 3-[1-[4-(2-bromoethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propionate

https://huagongshe.com/reaction/349988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 3-[1-(4-hydroxybenzyl)-3-phenyl-1H-pyrazol-4-yl]propionateHCID 23024792—
SolventWaterHCID 962—
Productethyl 3-[1-[4-(2-bromoethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propionateHCID 6942106558%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of ethyl 3-[1-(4-hydroxybenzyl)-3-phenyl-1H-pyrazol-4-yl]propionate (2.02 g), 1,2-dibromoethane (20 ml), potassium carbonate (1.68 g) and N,N-dimethylformamide (20 ml) was stirred at 90° C. for 24 hours. The reaction mixture was poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4), and concentrated. The residue was subjected to silica gel column chromatography to obtain ethyl 3-[1-[4-(2-bromoethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propionate (1530 mg, yield 58%) as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:4, volume ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179823B1
Source datasetuspto-grants-2007_02
ORD IDord-47587204cbcb47d4a2645484b91efb09
Source noteuspto-grants-2007_02