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8-Bromo-2-(trifluoromethyl)quinolin-4-ol

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8-Bromo-2-(trifluoromethyl)quinolin-4-ol Basic information
Product Name:8-Bromo-2-(trifluoromethyl)quinolin-4-ol
Synonyms:8-broMo-2-(trifluoroMethyl)-4-quinolinone;-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER;BUTTPARK 91\04-55;8-BroMo-4-hydroxy-2-(trifluoroMethyl)quinoline;2-Trifluoromethyl-4-hydroxy-8-bromoquinoline;4-Quinolinol, 8-bromo-2-(trifluoromethyl)-;8-BROMO-2-(TRIFLUOROMETHYL)QUINOLIN-4-OL ISO 9001:2015 REACH;8-bromo-2-(trifluoromethyl)quinolin-4-ol, 95%, HC-6749
CAS:59108-43-9
MF:C10H5BrF3NO
MW:292.05
EINECS:
Product Categories:
Mol File:59108-43-9.mol
8-Bromo-2-(trifluoromethyl)quinolin-4-ol Structure
8-Bromo-2-(trifluoromethyl)quinolin-4-ol Chemical Properties
Melting point 136 °C
Boiling point 354.6±37.0 °C(Predicted)
density 1.771±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka6.16±0.40(Predicted)
CAS DataBase Reference59108-43-9
Safety Information
MSDS Information
8-Bromo-2-(trifluoromethyl)quinolin-4-ol Usage And Synthesis
Synthesis
Ethyl 4,4,4-trifluoroacetoacetate

372-31-6

2-Bromoaniline

615-36-1

8-bromo-2-(trifluoromethyl)-4-quinolinone

587885-87-8

Step 1: Ethyl trifluoroacetoacetate (10 g, 58.5 mmol) was slowly added dropwise to a mixture of o-bromoaniline (10.7 g, 58.5 mmol) and polyphosphoric acid (PPA, 40 g) at 100 °C for a controlled time of less than 15 min. After the dropwise addition, the reaction mixture was warmed up to 150 °C with continuous stirring for 12 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was diluted with 10 wt% sodium hydroxide solution (160 mL). The precipitate was collected by filtration and the filtrate was acidified with concentrated hydrochloric acid. The precipitate was collected by filtration again and recrystallized with ethanol to give the target compound 140-3 (10.5 g, 62% yield) as a white solid. Mass spectrometry (ESI) analysis: C10H5BrF3NO [M + H]+ calculated value 292, measured value 292.

References[1] European Journal of Organic Chemistry, 2003, # 8, p. 1576 - 1588
[2] Patent: EP3124482, 2017, A1. Location in patent: Paragraph 0281; 0282
8-Bromo-2-(trifluoromethyl)quinolin-4-ol Preparation Products And Raw materials
Raw materialsEthyl 4,4,4-trifluoroacetoacetate-->2-Bromoaniline
Tag:8-Bromo-2-(trifluoromethyl)quinolin-4-ol(59108-43-9) Related Product Information
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