HRID439699

反应详情

EQUATION

反应方程式

HRID 439699 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
70 °C

PROCEDURE

实验过程

To a stirred solution of 4-(4-bromophenyl)phenol (25.5 g, 0.102 mol) in 400 mL of dimethylsulfoxide was added 2.5N NaOH (40.9 ml, 0.102 mol) followed by n-pentyl bromide (12.7 mL, 0.102 mol). The resulting mixture was heated at 70° C. for a period of 18 h. After cooling, the yellow solution was partitioned between ethyl acetate (1000 ml) and water (500 ml). The organic phase was washed with water (3×) and brine and dried with magnesium sulfate. The solvent was removed in vacuo to give 4-(4-n-pentoxyphenyl)bromobenzene (30.9 g): 1H NMR (400 MHz, DMSO-d6) δ 0.93 (t, 3, J=7.2 Hz), 1.41 (m, 4), 1.79 (m, 2), 3.97 (t, 2, J=6.6 Hz), 6.94 (d, 2, J=8.8 Hz), 7.39 (d, 2, J=8.6 Hz), 7.45 (d, 2, J=8.8 Hz), 7.51 (d, 2, J=8.6 Hz).

WORKUP

后处理

  1. temperatureAfter cooling
  2. customthe yellow solution was partitioned between ethyl acetate (1000 ml) and water (500 ml)
  3. washThe organic phase was washed with water (3×) and brine
  4. dry with materialdried with magnesium sulfate
  5. customThe solvent was removed in vacuo