Реакция #336049

Уравнение реакции

sodium bicarbonate

4-(2,3,4,5,6-pentafluorophenoxy)piperidine

formic acid

acetic

→

1-formyl-4-(2,3,4,5,6-pentafluorophenoxy)piperidine

Выход 91.0%

Растворители

diethyl ether

water

Условия реакции

Обработка

1. 1
   Температураcooled
2. 2
   workup.STIRRINGThe reaction mixture was then stirred at ambient temperature for three hours
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   ПромывкаThe organic layer was washed with water
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   ФильтрацияFiltration
7. 7
   Другоеfollowed by evaporation of the solvent
8. 8
   Другоеafforded an oil which
9. 9
   Другоеwas purified by means of high pressure liquid chromatography (silica gel; elution with ethyl acetate)

Методика

A mixture of 1.5 ml of formic acid and 3.5 ml of acetic anydride was stirred at 55° C. for one hour, cooled, and treated with a solution of 4.0 g of 4-(2,3,4,5,6-pentafluorophenoxy)piperidine in 50 ml of diethyl ether. The reaction mixture was then stirred at ambient temperature for three hours. Thereafter, the mixture was poured into 100 ml of water, adjusted to pH 10 by the addition of sodium bicarbonate, and extracted with ethyl acetate. The organic layer was washed with water followed by a saturated solution of chloride and dried over anhydrous magnesium sulfate. Filtration, followed by evaporation of the solvent afforded an oil which was purified by means of high pressure liquid chromatography (silica gel; elution with ethyl acetate) to yield 4.0 g (91%) of 1-formyl-4-(2,3,4,5,6-pentafluorophenoxy)piperidine, m.p. 32°-34° C.

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