氯化亚锡 → 4-氨基-3-甲基苯腈

HRID 619829笔记

反应方程式

HRID 619829 反应方程式
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-])=O)[C:5]#[N:6].Cl[Sn]Cl.C([O-])(O)=O.[Na+]>CCO.CCOC(C)=O>[NH2:10][C:9]1[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=1[CH3:1]

参与物

6

反应物 3

HCID 24479氯化亚锡HCID 516892碳酸氢钠HCID 28014343-甲基-4-硝基苯甲腈

产物 1

HCID 70103164-氨基-3-甲基苯腈收率 70.7%

试剂、催化剂与溶剂 2

HCID 702乙醇溶剂HCID 8857乙酸乙酯溶剂

实验过程

To a solution of 3-methyl-4-nitrobenzonitrile (2 g, 12.3 mmol) in 100 mL of EtOH is added SnCl2 (13.9 g, 61.7 mmol). The resulting solution is refluxed. After 2 hours, the solution is cooled to ambient temperatures. The solution is poured into 150 mL of ice water. The pH of the solution is adjusted to >7 with a solution of saturated NaHCO3. The solution is diluted with EtOAc and the resulting mixture is filtered through Celite. The filtered solution is separated. The organic layer is dried over MgSO4, filtered and concentrated to give the title compound (1.57 g, 8.7 mmol) as an off-white solid.

后处理

  1. temperatureThe resulting solution is refluxed
  2. temperaturethe solution is cooled to ambient temperatures
  3. filtrationthe resulting mixture is filtered through Celite
  4. customThe filtered solution is separated
  5. dry with materialThe organic layer is dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

来源与证据

ORD记录
ord-44de7bf1e14449838d78ac58e5fcf3e1
来源数据集
uspto-grants-1999_09
专利号
US05958918

反应笔记

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