聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 2,6-Dimethyl-3-(2,2,2-trifluoroethoxy)pyridine

HRID 511826

反应方程式

HRID 511826 反应方程式
[CH3:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].FC(F)(F)S(O[CH2:22][C:23]([F:26])([F:25])[F:24])(=O)=O.O>CN(C=O)C>[CH3:1][C:2]1[C:7]([O:8][CH2:22][C:23]([F:26])([F:25])[F:24])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=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 10796碳酸氢铯HCID 707322,6-二甲基-3-羟基吡啶2,6-二甲基-3-羟基吡啶HCID 803662,2,2-三氟乙基三氟甲烷磺酸酯

产物 1

HCID 672902682,6-Dimethyl-3-(2,2,2-trifluoroethoxy)pyridine收率 98.7%

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

To a suspension of 2,6-dimethylpyridin-3-ol (5.0 g, 41 mmol) and cesium carbonate (15 g, 47 mmol) in DMF (50 mL) was added 2,2,2-trifluoroethyl trifluoromethane-sulfonate (11 mL, 47 mmol) dropwise. The reaction mixture was stirred at room temperature for 1 hour. After being stirred at room temperature for 18 hours, the mixture was poured into H2O, and the aqueous phase was extracted with ethyl acetate (twice). The combined organic layers were dried over magnesium sulfate and concentrated in vacuo to give 8.3 g (quantitative yield) of the title compound as a brown oil:

后处理

  1. stirringAfter being stirred at room temperature for 18 hours
  2. extractionthe aqueous phase was extracted with ethyl acetate (twice)
  3. dry with materialThe combined organic layers were dried over magnesium sulfate
  4. concentrationconcentrated in vacuo

来源与证据

ORD记录
ord-772556a1c68b411b84ff083a4711911e
来源数据集
uspto-grants-2015_08
专利号
US09101616B2

关联笔记

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