Reaktion #1883389

Reaktionsgleichung

4-(1-t-butoxycarbonylpiperidin-4-yloxy)-3-trifluoromethylnitrobenzene

formaldehyde

sodium hydrogencarbonate

→

title compound

Ausbeute 95.3%

4-(1-Methylpiperidin-4-yloxy)-3-trifluoromethylnitrobenzene

Ausbeute 95.3%

Lösungsmittel

formic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to room temperature
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe extract was washed with a saturated aqueous sodium chloride solution
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Sonstigeevaporated in vacuo
6. 6
   SonstigeThe residue obtained
7. 7
   Sonstigewas purified by chromatography on a silica gel column

Vorschrift

To a suspension of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)-3-trifluoromethylnitrobenzene (2.45 g) obtained in reference example 100 in 90% formic acid (8.80 g) was added 37% formaldehyde (5.50 g), and the resulting mixture was stirred at 100° C. for 6 hours. After cooling to room temperature, the reaction mixture was neutralized with an aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue obtained was purified by chromatography on a silica gel column using a mixed solvent of dichloromethane and methanol (10:1) as the eluent to afford the title compound (1.82 g, yield: 95%) as a yellow oil.

Quelle