Reaktion #1764845

Reaktionsgleichung

8-phenyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine

sodium hydrogen carbonate

sulphuric acid

nitric acid

→

title compound

8-(2-Nitrophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane (3×)
2. 2
   TrocknenThe combined organic phases are dried over magnesium sulphate
3. 3
   Sonstigeevaporated

Vorschrift

0.055 ml of sulphuric acid is added slowly dropwise at 0° C. to 0.046 ml of nitric acid. The nitrating acid is subsequently added slowly dropwise at 0° C. to 0.69 mmol of 8-phenyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine. The reaction mixture is subsequently stirred at 0° C. for 5 minutes and then poured into ice-water. The aqueous phase is rendered neutral with saturated aqueous sodium hydrogen carbonate solution and extracted with dichloromethane (3×). The combined organic phases are dried over magnesium sulphate and evaporated. From the residue the title compound is obtained by means of flash chromatography (SiO2 60F) as a brown wax. Rf=0.25 (dichloromethane/ammonia (2M in EtOH) 97:3), Rt=5.10 (Gradient I).

Quelle