Reaction #64891

Reaction equation

crude product

4-(9,10-DIHYDRO-10-METHYL-9-ACRIDINYL)-1-(2,2,2-TRICHLOROETHYLOXYCARBONYL)PIPERIDINE

→

title compound

9,10-DIHYDRO-10-METHYL-9-(4-PIPERIDINYL)ACRIDINE

Solvents

acetic acid

Conditions

Workup

1. 1
   FiltrationThe reaction mixture is filtered after 30 minutes
2. 2
   Concentrationconcentrated in vacuo
3. 3
   workup.ADDITIONThe residue is then diluted with water
4. 4
   Extractionextracted with CH2Cl2
5. 5
   DryingThe extract is dried with Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Concentrationconcentrated in vacuo
8. 8
   OtherThe residue is then purified via flash chromatography (MeOH/CH2Cl2)

Procedure

Zinc dust (1.3 g, 20 mmol) is added to a solution of the crude product from step A in 20 mL glacial acetic acid maintained at 85° C. The reaction mixture is filtered after 30 minutes and concentrated in vacuo. The residue is then diluted with water, basified with a 1.0N aqueous NaOH solution, and extracted with CH2Cl2. The extract is dried with Na2SO4, filtered and concentrated in vacuo. The residue is then purified via flash chromatography (MeOH/CH2Cl2) to provide the title compound.

Source