聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 2-硝基-3-甲氧基苯胺

HRID 422312

反应方程式

HRID 422312 反应方程式
C([N:3](CC)CC)C.P(N=[N+]=[N-])(OC1C=CC=CC=1)(OC1C=CC=CC=1)=O.[CH3:27][O:28][C:29]1[C:30]([N+:38]([O-:40])=[O:39])=[C:31]([CH:35]=[CH:36][CH:37]=1)C(O)=O.O>C1(C)C=CC=CC=1>[CH3:27][O:28][C:29]1[C:30]([N+:38]([O-:40])=[O:39])=[C:31]([NH2:3])[CH:35]=[CH:36][CH:37]=1

参与物

6

反应物 4

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 8471三乙胺HCID 786323-甲氧基-2-硝基苯甲酸HCID 123414叠氮磷酸二苯酯

产物 1

HCID 104647002-硝基-3-甲氧基苯胺收率 35%

试剂、催化剂与溶剂 1

HCID 1140甲苯溶剂

实验过程

Triethylamine (6.29 mL) and diphenyl azidophosphate (6.66 mL, 30.1 mmol) were added to a suspension of 3-methoxy-2-nitrobenzoic acid (3.06 g, 15.2 mmol) in toluene (50 mL). The reaction mixture was stirred under reflux for 2 hours, water (10 mL) was added and it was stirred overnight under reflux. After evaporation of the solvent, the residue was dissolved in AcOEt and the resulting solution was filtered through celite. The organic phase was washed with saturated solution of NaHCO3, brine, dried over MgSO4, filtered and evaporated. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1) to yield 900 mg (5.35 mmol, 35%) of 3-methoxy-2-nitrophenylamine as a yellow solid.

后处理

  1. temperatureunder reflux for 2 hours
  2. stirringit was stirred overnight
  3. temperatureunder reflux
  4. customAfter evaporation of the solvent
  5. dissolutionthe residue was dissolved in AcOEt
  6. filtrationthe resulting solution was filtered through celite
  7. washThe organic phase was washed with saturated solution of NaHCO3, brine
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. customevaporated
  11. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1)

来源与证据

ORD记录
ord-02c42d74a1fb4ea68414fbb86b725ab4
来源数据集
uspto-grants-2012_01
专利号
US08101637B2

关联笔记

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