Reaktion #1552190

Reaktionsgleichung

methyl 4-hydroxy-3-(trifluoromethyl)benzoate

PPh3

4-Hydroxy-1-methyl-piperidine

PPh3

DIAD

→

title compound

Ausbeute 76.0%

Methyl 4-(1-methylpiperidine-4-yloxy)-3-(trifluoromethyl)benzoate

Ausbeute 76.0%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGwas stirred at room temperature for 24 hours
2. 2
   EinengenThe resulting mixture was concentrated
3. 3
   Sonstigepurified by silica gel chromatography (Hex/EA=1/1→DCM/MeOH=10/1)

Vorschrift

In a round bottom flask wrapped with foil, methyl 4-hydroxy-3-(trifluoromethyl)benzoate (500 mg, 2.13 mmol) was dissolved in methylene chloride (10 mL). 4-Hydroxy-1-methyl-piperidine (0.25 mL, 2.13 mmol), PPh3 (670 mg, 2.56 mmol), and DIAD (0.50 mL, 2.56 mmol) were added thereto, and the mixture was stirred at room temperature for 23 hours. DTAD (4.26 mmol) and PPh3 (1.12 g, 4.26 mmol) were added at 0° C. to the reaction mixture, which was stirred at room temperature for 24 hours. The resulting mixture was concentrated and then purified by silica gel chromatography (Hex/EA=1/1→DCM/MeOH=10/1) to obtain the title compound (512 mg, 76%).

Quelle