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

HRID 1165759노트

반응식

HRID 1165759 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 241Benzene용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c57f0961aa524ed79e3d2e0941c27b1d
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04912101

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