N,N-二甲基甲酰胺 → 2-Fluoro-4-(methoxymethoxy)-1-nitrobenzene

HRID 21512

反应方程式

HRID 21512 反应方程式
[F:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH3:12][O:13][CH2:14]OC.CN(C)C=O.P(Cl)(Cl)(Cl)=O.[OH-].[Na+]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([O:11][CH2:12][O:13][CH3:14])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

参与物

7

反应物 5

HCID 6228N,N-二甲基甲酰胺HCID 8020甲缩醛HCID 14798二甲基对苯二胺二盐酸HCID 24813三氯氧磷HCID 5209483-氟-4-硝基苯酚

产物 1

HCID 199324002-Fluoro-4-(methoxymethoxy)-1-nitrobenzene收率 31.1%

试剂、催化剂与溶剂 1

HCID 1140甲苯溶剂

反应条件

温度
90 °C

实验过程

A solution of 3-fluoro-4-nitrophenol (10.0 g, 0.064 mol), dimethoxymethane (19.3 g, 0.255 mol) and N,N-dimethylformamide (6.0 g, 0.083 mol) in toluene is heated to 65° C., treated dropwise with phosphorus oxychloride (15.7 g, 0.102 mol), stirred at 90° C. for two hours, cooled to room temperature and poured into ice water which contains five mL of 50% sodium hydroxide solution. After the ice has melted, the mixture is extracted with ether. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title product as a yellow liquid (4.0 g) which is identified by 1HNMR spectral analysis.

后处理

  1. temperaturecooled to room temperature
  2. extractionthe mixture is extracted with ether
  3. extractionThe organic extract
  4. washis washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

来源与证据

ORD记录
ord-3714eea096134c3692e42ae9854125cb
来源数据集
uspto-grants-1995_06
专利号
US05424280

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