Reaktion #2186210

Reaktionsgleichung

3-Piperazin-1-yl-phenol

K2CO3

2-(3-bromo-propoxy)-tetrahydro-pyran

→

desired product

Ausbeute 49.4%

3-{4-[3-(Tetrahydro-pyran-2-yloxy)-propyl]-piperazin-1 -yl}-phenol

Ausbeute 49.4%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled below 5° C
2. 2
   Extraktionextracted with AcOEt after dilution with saline
3. 3
   TrocknenThe organic phase is dried over sodium sulfate
4. 4
   Sonstigeevaporated
5. 5
   Sonstigethe residue column chromatographed (silica gel, AcOEt/EtOH 95:5)

Vorschrift

712 mg (4 mmol) 3-Piperazin-1-yl-phenol are dissolved in 30 mL DMF under argon and cooled below 5° C. After addition of 1.38 g (2.5 eq.) K2CO3, 166 mg (0.25 eq.) KI and 888 mg (1 eq.) 2-(3-bromo-propoxy)-tetrahydro-pyran, the suspension is stirred at room temperature for 20 hours, then extracted with AcOEt after dilution with saline. The organic phase is dried over sodium sulfate, evaporated and the residue column chromatographed (silica gel, AcOEt/EtOH 95:5) to yield 630 mg (48%) desired product as a light yellowish resin.

Quelle