Reaktion #565178

Reaktionsgleichung

5-(3-chloropropyl)-1-(α-ethoxycarbonyl-p-cyanobenzyl)-1H-imidazole

potassium-t-butoxide

acetic acid

→

5-(p-cyanophenyl)-5-ethoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,5-a]-pyridine

Lösungsmittel

tetrahydrofuran

acetone

hydrogen chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepartitioned between methylene chloride and water
2. 2
   WaschenThe organic layer is washed with water
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto yield an oil which
6. 6
   SonstigeThe solid is collected

Vorschrift

A solution of 8.1 g of 5-(3-chloropropyl)-1-(α-ethoxycarbonyl-p-cyanobenzyl)-1H-imidazole in 50 ml of tetrahydrofuran is cooled to 0° in an ice bath. To this is added 8.0 g of potassium-t-butoxide as a solid in portions. The mixture is stirred at room temperature for 2 h, neutralized with 10% acetic acid and partitioned between methylene chloride and water. The organic layer is washed with water, dried over magnesium sulfate and evaporated to yield an oil which is dissolved in a small volume of acetone and neutralized with ethereal hydrogen chloride. The solid is collected to yield 5-(p-cyanophenyl)-5-ethoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,5-a]-pyridine.

Quelle