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ChemicalBook CAS DataBase List 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine
71701-92-3

3-Bromo-2-chloro-5-(trifluoromethyl)pyridine synthesis

3synthesis methods
A mixture of 3-bromo-5-(trifluoromethyl)pyridin-2-ol (37.75g, 0.16 mol) and phosphorus(lll) oxychloride (POCI3; 75 mL) is stirred at 1000C for 5 hours. After cooling to room temperature, the mixture is poured into ice-water and extracted with CH2CI2 twice. The combined organic layer is washed with NaHCO3 aq., brine, dried over MgSO4, filtered, and concentrated in vacuo. The crude mixture is purified by flash column chromatography to give 3-bromo-2-chloro-5-trifluoromethylpyridine (31.90 g, 79 % yield) as a white solid.
76041-73-1 Synthesis
3-Bromo-2-hydroxy-5-(trifluoromethyl)pyridine

76041-73-1
136 suppliers
$9.00/1g

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Yield: 79%

Reaction Conditions:

Stage #1:3-bromo-5-(trifluoromethyl)pyridin-2-ol with trichlorophosphate at 100; for 5 h;
Stage #2: with sodium hydrogencarbonate in dichloromethane;water

Steps:

B.2
A mixture of 3-bromo-5-(trifluoromethyl)pyridin-2-ol (37.75g, 0.16 mol) and phosphorus(lll) oxychloride (POCI3; 75 mL) is stirred at 1000C for 5 hours. After cooling to room temperature, the mixture is poured into ice-water, and extracted with CH2CI2 twice. The combined organic layer is washed with NaHCO3 aq., brine, dried over MgSO4, filtered and concentrated in vacuo. The crude mixture is purified by flash column chromatography to give 3-bromo-2-chloro-5-trifluoromethylpyridine (31.90 g, 79 % yield) as a white solid. 1H-NMR (400MHz, CDCI3), δ (ppm): 8.17 (m, 1H), 8.62 (d, 1 H).

References:

Location in patent:Page/Page column 75

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