2,2,2-Trifluoroethanol → Pyridine, 3-methoxy-2-methyl-4-(2,2,2-trifluoroethoxy)-, 1-oxide

HRID 2258302

반응식

HRID 2258302 반응식
CC(C)([O-])C.[K+].[CH2:7]([OH:12])[C:8]([F:11])([F:10])[F:9].[CH3:13][C:14]1[C:19]([O:20][CH3:21])=[C:18](Cl)[CH:17]=[CH:16][N+:15]=1[O-:23]>O>[CH3:13][C:14]1[C:19]([O:20][CH3:21])=[C:18]([O:12][CH2:7][C:8]([F:11])([F:10])[F:9])[CH:17]=[CH:16][N+:15]=1[O-:23]

참가 물질

5

반응물 3

HCID 64092,2,2-TrifluoroethanolHCID 5083929Pyridine, 4-chloro-3-methoxy-2-methyl-, 1-oxideHCID 23665647Potassium tert-butoxide2회

생성물 1

HCID 14402953Pyridine, 3-methoxy-2-methyl-4-(2,2,2-trifluoroethoxy)-, 1-oxide

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

6.7 g of potassium tert-butoxide were added in portions, at -20° C., while stirring and under a nitrogen atmosphere, 5 to 20 ml of trifluoroethanol. After the mixture had been warmed to 0° C., 5.2 g (30 mmol) of 2-methyl-3-methoxy-4-chloropyridine N-oxide were added in portions. The mixture was heated under reflux for 3 hours, and then left to cool down to room temperature; a further 3.45 g of potassium tert-butoxide were then added and the mixture was heated under reflux for 2 hours. After it had cooled down, 40 ml of water were added to the reaction mixture, which was then extracted with dichloromethane; the extract was then dried over MgSO4 and freed from the solvent in vacuo. The resulting oily product was subjected to further reaction.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. waitleft
  4. temperatureto cool down to room temperature
  5. temperaturethe mixture was heated
  6. temperatureunder reflux for 2 hours
  7. temperatureAfter it had cooled down
  8. extractionwas then extracted with dichloromethane
  9. dry with materialthe extract was then dried over MgSO4
  10. customThe resulting oily product was subjected to further reaction

출처 및 근거

ORD 기록
ord-6da0327bc5974c779ac08df838b8c9f5
출처 데이터셋
uspto-grants-1997_08
특허 번호
US05658933

연결된 노트

불러오는 중…