반응 #160032

반응 방정식

Aluminium chloride

dichlorobenzene

1-acetylisonipecotoyl chloride

→

product

수율 50.0%

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

수율 50.0%

용매

Water

반응 조건

후처리

1. 1
   workup.WAITat 90° C. for 4 hours until TLC indicated
2. 2
   기타completion of the reaction
3. 3
   온도upon heating
4. 4
   추출the solution was extracted three times with dichloromethane
5. 5
   세척The combined organic layers were washed with water and brine
6. 6
   건조dried over magnesium sulfate
7. 7
   여과filtered
8. 8
   기타evaporated
9. 9
   기타The crude product was purified by flash-chromatography on silica gel with hexane:ethyl acetate (1:0 to 0:1)

실험 절차

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+).

출처