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氯化铵 → 2-(4,4-Diethylcyclohex-1-enyl)-5-methoxyphenylamine

HRID 32142
笔记
打印预览

反应方程式

HRID 32142 反应方程式
[CH2:1]([C:3]1([CH2:20][CH3:21])[CH2:8][CH2:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[N+:17]([O-])=O)=[CH:5][CH2:4]1)[CH3:2].[Cl-].[NH4+]>C(O)C.[Fe]>[CH2:20]([C:3]1([CH2:1][CH3:2])[CH2:8][CH2:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[NH2:17])=[CH:5][CH2:4]1)[CH3:21]
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

5

反应物 2

HCID 25517氯化铵HCID 231418351-(4,4-Diethylcyclohex-1-enyl)-4-methoxy-2-nitrobenzene

产物 1

HCID 231430132-(4,4-Diethylcyclohex-1-enyl)-5-methoxyphenylamine收率 120.8%

试剂、催化剂与溶剂 2

HCID 23925IRON催化剂HCID 702乙醇溶剂

反应条件

温度
90 °C

实验过程

To a solution of 1-(4,4-diethylcyclohex-1-enyl)-4-methoxy-2-nitrobenzene (2.4 g, 8.3 mmol) prepared in Example (6d) in ethanol (20 mL) were added an aqueous solution (5 mL) of ammonium chloride (2.2 g, 41 mmol) and iron powder (1.2 g, 20.7 mmol), and the mixture was stirred at an external temperature of 90° C. for 1 hour. The reaction mixture was passed through Celite for filtration, and then brine was added to the filtrate and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, the desiccant was filtered off, and then the filtrate was concentrated under reduced pressure to give 2.6 g of the title compound as a yellow oil.

后处理

  1. filtrationThe reaction mixture was passed through Celite for filtration
  2. additionbrine was added to the filtrate
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationthe desiccant was filtered off
  6. concentrationthe filtrate was concentrated under reduced pressure

来源与证据

ORD记录
ord-a20d3aba619c4acdb6c3b52ebe061293
来源数据集
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
专利号
US07425554B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记