邻苯二酚 → o-(5-Fluoro-2-nitrophenoxy)phenol

HRID 21520

反应方程式

HRID 21520 反应方程式
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].C(=O)([O-])[O-].[K+].[K+].F[C:16]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=1[N+:23]([O-:25])=[O:24]>C(#N)C.[Cl-].[Na+].O.C(Cl)Cl>[F:22][C:20]1[CH:19]=[CH:18][C:17]([N+:23]([O-:25])=[O:24])=[C:16]([CH:21]=1)[O:2][C:1]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4]

参与物

7

反应物 3

HCID 289邻苯二酚HCID 11430碳酸钾HCID 679672,4-二氟硝基苯

产物 1

HCID 19932387o-(5-Fluoro-2-nitrophenoxy)phenol收率 55%

试剂、催化剂与溶剂 3

HCID 6342乙腈溶剂HCID 6344二氯甲烷溶剂HCID 57417360Sodium chloride; water溶剂

反应条件

温度
28 °C

实验过程

Catechol (103.8 g, 0.94 mol) and potassium carbonate (129.9 g, 0.94 mol) are added to a solution of 2,4-difluoronitrobenzene (50.0 g, 0.314 mol) in acetonitrile. The reaction mixture is stirred at 28° C. for 24 hours, poured into brine and extracted with ether. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a brown gum. Flash chromatography of the gum using silica gel and a 10% hexanes in methylene chloride solution gives the title product as a yellow solid (43 g) which is identified by 1HNMR spectral analysis.

后处理

  1. extractionextracted with ether
  2. extractionThe organic extract
  3. washis washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customto obtain a brown gum

来源与证据

ORD记录
ord-3ac0287e59ea458f9d86f75740575bec
来源数据集
uspto-grants-1995_06
专利号
US05424280

关联笔记

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