Реакция #710490

Уравнение реакции

potassium monophosphate

2-bromo-3,5-dichloropyridine

ethyl bromodifluoroacetate

→

brown oil

Выход 86.7%

ethyl (3,5-dichloropyridin-2-yl)(difluoro)acetate

Выход 86.7%

Растворители

water

dimethylsulfoxide

Условия реакции

Обработка

1. 1
   ТемператураAfter cooling of the reaction mixture
2. 2
   ФильтрацияThe black mixture was then filtered over a cake of Supercel™
3. 3
   Промывкаthe cake was washed three times by 200 mL of ethyl acetate
4. 4
   ДругоеThe organic phases were collected
5. 5
   Промывкаwashed with brine
6. 6
   Сушкаdried over magnesium sulfate
7. 7
   ДругоеEvaporation of the solvent under vacuum

Методика

To a solution of 56 g (0.246 mol) of 2-bromo-3,5-dichloropyridine in 500 mL of dry dimethylsulfoxide, were added 53 g (0.261 mol) of ethyl bromodifluoroacetate followed by 94 g (0.518 mol) of copper bronze (200 mesh). The beige suspension was heated at 50° C. for 5 hours. After cooling of the reaction mixture, a solution of 44 g (0.328 mol) of potassium monophosphate in 280 mL of water was added and stirred for 1 hour. The black mixture was then filtered over a cake of Supercel™, and the cake was washed three times by 200 mL of ethyl acetate. The organic phases were collected, washed with brine and dried over magnesium sulfate. Evaporation of the solvent under vacuum gave 57.6 g of brown oil. After purification by column chromatography on silica gel (heptane/ethyl acetate 9/1) 40 g (57%) of ethyl (3,5-dichloropyridin-2-yl)(difluoro)acetate (Int-7) were obtained as a yellow oil, (M+1)=270, 19F-NMR (235 MHz, CDCl3) δ (ppm): −104.21 (CF2).

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