5-bromo-8-(trifluoromethyl)quinoline

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5-bromo-8-(trifluoromethyl)quinoline Basic information
Product Name:5-bromo-8-(trifluoromethyl)quinoline
Synonyms:5-bromo-8-(trifluoromethyl)quinoline;Quinoline, 5-bromo-8-(trifluoromethyl)-
CAS:1239460-75-3
MF:C10H5BrF3N
MW:276.05
EINECS:
Product Categories:
Mol File:1239460-75-3.mol
5-bromo-8-(trifluoromethyl)quinoline Structure
5-bromo-8-(trifluoromethyl)quinoline Chemical Properties
storage temp. Sealed in dry,Room Temperature
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
5-bromo-8-(trifluoromethyl)quinoline Usage And Synthesis
Synthesis
5-Bromo-2-(trifluoromethyl)aniline

703-91-3

Glycerol

56-81-5

5-bromo-8-(trifluoromethyl)quinoline

1239460-75-3

Concentrated sulfuric acid (2.2 mL) was added dropwise to a mixture of 5-bromo-2-(trifluoromethyl)aniline (3.0 g, 12.6 mmol), glycerol (4.64 g, 50.0 mmol) and ferrous sulfate (0.56 g, 2.0 mmol). The reaction mixture was heated and stirred at 120 °C for 4 hours. After completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with ethyl acetate (150 mL) and the pH was adjusted with 2N aqueous sodium hydroxide to about 13. The organic layer was separated, washed with saturated brine, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by fast column chromatography to afford 5-bromo-8-(trifluoromethyl)quinoline (1.2 g, 48% yield).

References[1] Patent: WO2010/91310, 2010, A1. Location in patent: Page/Page column 101
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 18, p. 5521 - 5527
5-bromo-8-(trifluoromethyl)quinoline Preparation Products And Raw materials
Raw materials5-Bromo-2-(trifluoromethyl)aniline-->Glycerol-->Nitrobenzene-->Sodium hydroxide-->Ethyl acetate-->Ethanol-->Water
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