Réaction #2186210

Équation de réaction

3-Piperazin-1-yl-phenol

K2CO3

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

→

desired product

Rendement 49.4%

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

Rendement 49.4%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   Températurecooled below 5° C
2. 2
   Extractionextracted with AcOEt after dilution with saline
3. 3
   SéchageThe organic phase is dried over sodium sulfate
4. 4
   Autreevaporated
5. 5
   Autrethe residue column chromatographed (silica gel, AcOEt/EtOH 95:5)

Mode opératoire

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.

Source