Ethylene Glycol → 2-Bromo-4-(1,3-dioxolan-2-yl)pyridine

HRID 1110973ノート

反応式

HRID 1110973 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][N:3]=1.[CH2:10](O)[CH2:11][OH:12].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)([O-])O.[Na+]>C1C=CC=CC=1.O>[Br:1][C:2]1[CH:7]=[C:6]([CH:8]2[O:12][CH2:11][CH2:10][O:9]2)[CH:5]=[CH:4][N:3]=1

参加物

7

反応物 4

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 27629912-Bromo-4-pyridinecarboxaldehyde

生成物 1

HCID 146965072-Bromo-4-(1,3-dioxolan-2-yl)pyridine収率 82%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 962Water溶媒

実験手順

60 g of 2-bromo-4-pyridinecarboxaldehyde was dissolved in 600 ml of benzene, and 40 g of ethylene glycol and 6 g of p-toluenesulfonic acid were put in the solution. The mixture was heated under reflux for 18 hours while water was removed by using a Dean-Stark trap. After the reaction, the reaction mixture was made basic by adding ice and a saturated aqueous solution of sodium hydrogen carbonate. The organic layer was washed with water and dried. The solvent was evaporated. The residue was distilled to give 60 g (yield 82%) of 2-bromo-4-(1,3-dioxolan-2-yl)pyridine.

後処理

  1. temperatureThe mixture was heated
  2. customwas removed
  3. customAfter the reaction
  4. additionby adding ice
  5. washThe organic layer was washed with water
  6. customdried
  7. customThe solvent was evaporated
  8. distillationThe residue was distilled

出典と根拠

ORDレコード
ord-4404f8a68aec4a05ad8e810df7ebb21c
出典データセット
uspto-grants-1990_12
特許番号
US04977267

反応ノート

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