Reaktion #160032

Reaktionsgleichung

Aluminium chloride

dichlorobenzene

1-acetylisonipecotoyl chloride

→

product

Ausbeute 50.0%

1-[4-(2,4-Dichloro-benzoyl)-piperidin-1-yl]-ethanone

Ausbeute 50.0%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITat 90° C. for 4 hours until TLC indicated
2. 2
   Sonstigecompletion of the reaction
3. 3
   Temperaturupon heating
4. 4
   Extraktionthe solution was extracted three times with dichloromethane
5. 5
   WaschenThe combined organic layers were washed with water and brine
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe crude product was purified by flash-chromatography on silica gel with hexane:ethyl acetate (1:0 to 0:1)

Vorschrift

Aluminium chloride (11, 24 g, 84 mmol) is added portionwise to 23 mL of dichlorobenzene (200 mmol). To this suspension 8 g of 1-acetylisonipecotoyl chloride (42 mmol) was added also portionwise. The mixture was stirred 10 minutes at room temperature and then at 90° C. for 4 hours until TLC indicated completion of the reaction that changed from a yellow/orange solution changed into dark orange upon heating. Water was added and the solution was extracted three times with dichloromethane. The combined organic layers were washed with water and brine, dried over magnesium sulfate, filtered and evaporated. The crude product was purified by flash-chromatography on silica gel with hexane:ethyl acetate (1:0 to 0:1) to give 6.3 g (50%) of the product as an orange oil. MS (m/e): 300.2 (M+).

Quelle