Reaktion #313251

Reaktionsgleichung

Thieno[2,3-b]pyridine

bromine

MgSO4

K2HPO4

NaHCO3

→

title compound

Ausbeute 48.4%

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

Ausbeute 48.4%

Lösungsmittel

water

CH2Cl2

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux
2. 2
   workup.STIRRINGis stirred overnight
3. 3
   Sonstigeseparated
4. 4
   TrocknenThe CH2Cl2 layer is dried over Na2SO4
5. 5
   Sonstigeevaporated

Vorschrift

2.30 g of Thieno[2,3-b]pyridine (17 mmol), 1.43 g of NaHCO3 (17 mmol), 4.44 g of K2HPO4 (25.5 mmol) and 2.66 g of MgSO4 (22.1 mmol) are placed into the flask with 80 ml of dichloromethane. The reaction mixture is stirred under reflux. 1.05 ml of bromine (20.4 mmol) is added slowly to the mixture and is stirred overnight. CH2Cl2 and water are added to the cooled reaction mixture and separated. The CH2Cl2 layer is dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane: AcOEt=3:1) to give 1.76 g of the title compound. Yield 48%. mass spectrum (m/e): 215 (M+1); 1H-NMR (CDCl3): 8.67 (m, 1H), 8.13 (m, 1H), 7.59 (s, 1H), 7.45 (m, 1H) ppm.

Quelle