Реакция #2186210

Уравнение реакции

3-Piperazin-1-yl-phenol

K2CO3

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

→

desired product

Выход 49.4%

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

Выход 49.4%

Растворители

DMF

Условия реакции

Обработка

1. 1
   Температураcooled below 5° C
2. 2
   Экстракцияextracted with AcOEt after dilution with saline
3. 3
   СушкаThe organic phase is dried over sodium sulfate
4. 4
   Другоеevaporated
5. 5
   Другоеthe residue column chromatographed (silica gel, AcOEt/EtOH 95:5)

Методика

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.

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