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

HRID 628834ノート

反応式

HRID 628834 の反応式
[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

参加物

3

反応物 2

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

生成物 1

HCID 837125462-Chloro-4-(4-isopropyl-phenyl)-pyridine収率 81%

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-3f2045c82e4047d59ed442d9e6226058
出典データセット
uspto-grants-2016_04
特許番号
US09315467B2

反応ノート

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