Water → 2,6-Dimethyl-3-(2,2,2-trifluoroethoxy)pyridine

HRID 511826

反応式

HRID 511826 の反応式
[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

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 707322,6-Dimethyl-3-pyridinolHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonate

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-772556a1c68b411b84ff083a4711911e
出典データセット
uspto-grants-2015_08
特許番号
US09101616B2

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