Phosphorus oxychloride → 2-Chloro-4-(4-isopropyl-phenyl)-pyridine

HRID 628834노트

반응식

HRID 628834 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N+:13]([O-])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:14]1[CH:15]=[C:10]([C:7]2[CH:8]=[CH:9][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=2)[CH:11]=[CH:12][N:13]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 692333644-(4-isopropyl-phenyl)-pyridine-N-oxide

생성물 1

HCID 837125462-Chloro-4-(4-isopropyl-phenyl)-pyridine수율 81%

실험 절차

Part C. A mixture of 4-(4-isopropyl-phenyl)-pyridine-N-oxide (126 mg, 0.59 mmol) and phosphorus oxychloride (5 mL) is heated to reflux for 12 h. The mixture is cooled and evaporated, and the residue is dissolved in water, neutralized with satd. aq. Na2CO3 and extracted with ethyl acetate. The extract is washed with brine, dried over magnesium sulfate, filtered and evaporated. The residue is separated by column chromatography to afford 2-chloro-4-(4-isopropyl-phenyl)-pyridine (110 mg, 81%).

후처리

  1. temperatureis heated
  2. temperatureto reflux for 12 h
  3. temperatureThe mixture is cooled
  4. customevaporated
  5. dissolutionthe residue is dissolved in water
  6. extractionaq. Na2CO3 and extracted with ethyl acetate
  7. washThe extract is washed with brine
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue is separated by column chromatography

출처 및 근거

ORD 기록
ord-3f2045c82e4047d59ed442d9e6226058
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315467B2

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