反应 #470400

ord-477681181b29400cac325d82a9d4c85f

反应方程式

CCCCCCCCBr
1-bromooctane
O=[N+]([O-])c1ccc(O)cc1
4-nitrophenol
[Na]
sodium
CCCCCCCCOc1ccc([N+](=O)[O-])cc1
p-nitrophenoxyoctane
收率 30.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.DISTILLATIONThe DMSO was distilled off
  2. 2
    洗涤eluted with 10:1 mixture of petroleum ether and diethylether

实验过程

1-bromooctane (1 g, 5.18 mmole) and 4-nitrophenol, sodium salt (0.92 g, 5.71 mmole) were refluxed in DMSO (30 ml) at 120° C. for 5 hours. The DMSO was distilled off to near dryness. The resulting brown residue was loaded onto a silica column and eluted with 10:1 mixture of petroleum ether and diethylether. The yield was 30%. 1H NMR (CDCl3, peaks at =8.18 (m, 2H), 6.93 (m, 2H), 4.04 (t, 2H), 1.81 (p, 2H), 1.33 (m, 10H), 0.89 (t, 3H)). Elemental analysis calculated for C14H21O3N: C, 66.91; H, 8.42; N, 5.57. Found: C, 66.97; H, 8.34; N, 5.52.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08367386B2uspto-grants-2013_02