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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074432Generated: October 26, 2026

Dimethylformamide → 7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one

https://huagongshe.com/reaction/2074432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,4-DibromobutaneHCID 8056—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Trifluoromethyl-8-propyl-7-hydroxycoumarinHCID 53701430—
SolventWaterHCID 962—
Product7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-oneHCID 57963014105.4%

Reaction Steps

An N,N-dimethylformamide (5 mL) solution of 7-hydroxy-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one (500 mg, 1.84 mmol), 1,4-dibromobutane (2.19 mL, 18.36 mmol), and potassium carbonate (375 mg, 2.76 mmol) was stirred overnight at room temperature. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified using silica-gel chromatography (hexane:ethyl acetate=10:1), and the title compound (0.79 g) was obtained as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919509B2
Source datasetuspto-grants-2011_04
ORD IDord-57a940b758594132aef2836b23d3e696
Source noteuspto-grants-2011_04