Reaktion #313248

Reaktionsgleichung

Thieno[3,2-c]pyridine

bromine

MgSO4

K2HPO4

NaHCO3

→

title compound

Ausbeute 29.0%

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

Ausbeute 29.0%

Lösungsmittel

water

CH2Cl2

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux
2. 2
   workup.STIRRINGkept stirring for overnight
3. 3
   Sonstigeseparated CH2Cl2 layer
4. 4
   Trocknenis dried over Na2SO4
5. 5
   Sonstigeevaporated

Vorschrift

1.46 g of Thieno[3,2-c]pyridine (10.8 mmol), 907 mg of NaHCO3 (10.8 mmol), 2.82 g of K2HPO4 (16.2 mmol) and 1.69 g of MgSO4 (14.04 mmol) are placed into the flask with 40 ml of chloroform. The reaction mixture is stirred under reflux. 0.72 ml of bromine (14.04 mmol) is added slowly to the mixture and kept stirring for overnight. CH2Cl2 and water are added to the cooled reaction mixture and separated CH2Cl2 layer is dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane: AcOEt=5:1→Hexane:AcOEt:2 M NH3 in MeOH=10:3:1) to give 660 mg of the title compound. Yield 29%. mass spectrum (m/e): 215 (M+1); 1H-NMR (CDCl3): 9.17 (m, 1H), 8.59 (m, 1H), 7.83 (d, 1H, J=5.2 Hz), 7.52 (s, 1H) ppm.

Quelle