Reacción #2186210

Ecuación de reacción

3-Piperazin-1-yl-phenol

K2CO3

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

→

desired product

Rendimiento 49.4%

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

Rendimiento 49.4%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled below 5° C
2. 2
   Extracciónextracted with AcOEt after dilution with saline
3. 3
   SecadoThe organic phase is dried over sodium sulfate
4. 4
   Otroevaporated
5. 5
   Otrothe residue column chromatographed (silica gel, AcOEt/EtOH 95:5)

Procedimiento

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.

Fuente