Reaktion #336049

Reaktionsgleichung

sodium bicarbonate

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

formic acid

acetic

→

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

Ausbeute 91.0%

Lösungsmittel

diethyl ether

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled
2. 2
   workup.STIRRINGThe reaction mixture was then stirred at ambient temperature for three hours
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   FiltrationFiltration
7. 7
   Sonstigefollowed by evaporation of the solvent
8. 8
   Sonstigeafforded an oil which
9. 9
   Sonstigewas purified by means of high pressure liquid chromatography (silica gel; elution with ethyl acetate)

Vorschrift

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.

Quelle