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

HRID 511826

반응식

HRID 511826 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-772556a1c68b411b84ff083a4711911e
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09101616B2

연결된 노트

불러오는 중…