Reaktion #313243

Reaktionsgleichung

Thieno[3,2-b]pyridine

Br2

K2HPO4

MgSO4

bromine

sodium bicarbonate

→

3-Bromo-thieno[3,2-b]pyridine

Ausbeute 72.0%

Lösungsmittel

Water

CHCl3

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux
2. 2
   workup.STIRRINGThe reaction mixture is stirred
3. 3
   Temperaturunder reflux overnight
4. 4
   workup.STIRRINGstirred
5. 5
   Temperaturunder reflux for 4 h
6. 6
   Extraktionextracted with CHCl3
7. 7
   WaschenThe separated CHCl3 is washed by sat. Na2S2O3 and sat. NaCl
8. 8
   Trocknendried over Na2SO4
9. 9
   Sonstigeevaporated
10. 10
    SonstigeThe title compound is recrystallized from Hexane/CH2Cl2

Vorschrift

3.45 g of Thieno[3,2-b]pyridine (25.6 mmol), 2.15 g of sodium bicarbonate (25.6 mmol), 6.69 g of K2HPO4 (38.4 mmol) and 4.01 g of MgSO4 (33.3 mmol) are placed in the flask with 60 ml of CHCl3. The mixture is stirred under reflux and 1.57 ml of Br2 (30.7 mmol) is added slowly. The reaction mixture is stirred under reflux overnight. Additional 0.7 ml of bromine is added and stirred under reflux for 4 h and cooled to room temperature. Water is added and extracted with CHCl3. The separated CHCl3 is washed by sat. Na2S2O3 and sat. NaCl and dried over Na2SO4 and evaporated. The title compound is recrystallized from Hexane/CH2Cl2. 3.94 g, Yield 72%. mass spectrum (m/e): 215 (M+1); 1H-NMR (CDCl3): 8.86 (d, 1H, J=5.2 Hz), 8.24 (d, 1H, J=8.2 Hz), 7.82 (s, 1H), 7.38 (dd, 1H, J=8.2 Hz, 5.2 Hz) ppm.

Quelle