对氟硝基苯 → 1-Ethoxy-3-(4-nitrophenoxy)benzene

HRID 1505300

反应方程式

HRID 1505300 反应方程式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)[CH3:2].F[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:5]=1)[CH3:2]

参与物

5

反应物 3

HCID 9590对氟硝基苯HCID 11430碳酸钾HCID 693063-乙氧基苯酚

产物 1

HCID 672349961-Ethoxy-3-(4-nitrophenoxy)benzene收率 170.6%

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

反应条件

温度
120 °C

实验过程

The two reactions were performed in parallel. Two microwave vials were set up in parallel. In a large 30 mL microwave vial, 3-(ethyloxy)phenol (2 times 1.25 g, 9.045 mmol) was dissolved in 6 mL of dimethylformamide. 1-Fluoro-4-nitrobenzene (2 times 1.28 g, 9.045 mmol) and potassium carbonate (2 times 3.75 g, 27.15 mmol) were added. The reaction mixture was heated under microwave irradiation during 1 hour at 120° C. The combined reaction mixtures were filtered. The filtrated solid was washed with dichloromethane. The volatiles were evaporated under vacuum. Some dichloromethane and brine were added to this crude. The compound was extracted with dichloromethane (2 times) and ethyl acetate (2 times). The combined organic phases were dried over sodium sulphate. This afforded the title compound (4 g).

后处理

  1. customThe combined reaction mixtures
  2. filtrationwere filtered
  3. washThe filtrated solid was washed with dichloromethane
  4. customThe volatiles were evaporated under vacuum
  5. additionSome dichloromethane and brine were added to this crude
  6. extractionThe compound was extracted with dichloromethane (2 times) and ethyl acetate (2 times)
  7. dry with materialThe combined organic phases were dried over sodium sulphate

来源与证据

ORD记录
ord-e158d4b0858144d4a86ffad0593b0eed
来源数据集
uspto-grants-2015_12
专利号
US09216967B2

关联笔记

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