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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677124Generated: October 30, 2026

Dimethylformamide → 3-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline

https://huagongshe.com/reaction/1677124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1,6-DibromohexaneHCID 12368—
ReactantHCID 178515542HCID 178515542—
SolventWaterHCID 962—
Product3-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinolineHCID 6687072786%

Reaction Steps

A DMF (3 mL) solution of 3-benzyl-8-(trifluoromethyl)quinolin-4-ol (500 mg, 1.65 mmol), 1,6-dibromohexane (3.22 g, 13.20 mmol), and potassium carbonate (455.7 mg, 3.30 mmol) was stirred at room temperature overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane:ethyl acetate), and the title compound (660 mg, yield 86%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008306B2
Source datasetuspto-grants-2011_08
ORD IDord-679d1fe8ff274aac8f0a1803a70366b1
Source noteuspto-grants-2011_08