反応 #77309

反応方程式

1-(2-fluorophenyl)piperazine

2-iodoethanol

potassium carbonate

→

title compound

収率 65.9%

1-(2-Hydroxyethyl)-4-(2-fluorophenyl)piperazine

収率 65.9%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度at reflux for three hours
3. 3
   その他The solvent was removed in vacuo
4. 4
   その他the residue was purified by preparative thin-layer chomatography (silica gel, eluting with chloroform/methanol, 9:1)

実験手順

A mixture of 1-(2-fluorophenyl)piperazine (0.50 g), 2-iodoethanol (0.48 g), and potassium carbonate (1.5 g) in dimethylformamide (7 mL) was heated at reflux for three hours. The solvent was removed in vacuo and the residue was purified by preparative thin-layer chomatography (silica gel, eluting with chloroform/methanol, 9:1), giving the title compound as a yellow oil (0.41 g, 65%). 1H NMR (300 MHz, CDCl3) δ7.09-6.90 (m, 4H), 3.67 (t, 2H, J=5.4 Hz), 3.13 (t, 4H, J=4.7 Hz), 2.76 (br s, 1H), 2.71 (t, 4H, J=4.8 Hz), 2.63 (t, 4H, J=5.4 Hz). 13C NMR (75 MHz, CDCl3) δ156.3 (d, J=244.1 Hz), 140.6 (d, J=8.8 Hz), 125.1 (d, J=3.4 Hz), 123.2 (d, J=8.1 Hz), 119.5 (d, J=2.9 Hz), 116.7 (d, J=20.6 Hz), 60.1, 58.4, 53.6 (2C), 51.2 (d, 2C, J=3.0 Hz).

出典