反応 #2186210

反応方程式

3-Piperazin-1-yl-phenol

K2CO3

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

→

desired product

収率 49.4%

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

収率 49.4%

溶媒

DMF

反応条件

後処理

1. 1
   温度cooled below 5° C
2. 2
   抽出extracted with AcOEt after dilution with saline
3. 3
   乾燥The organic phase is dried over sodium sulfate
4. 4
   その他evaporated
5. 5
   その他the residue column chromatographed (silica gel, AcOEt/EtOH 95:5)

実験手順

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.

出典