Reaction #5251

Reaction equation

1-ethoxycarbonyl-4-hydroxy-4-(3,4-dichlorophenyl)piperidine

KOH

→

compound

Yield 90.0%

4-Hydroxy-4-(3,4-dichlorophenyl)piperidine

Yield 90.0%

Solvents

nBuOH

Conditions

Workup

1. 1
   Otherevaporated
2. 2
   ConcentrationThe reaction mixture is concentrated under reduced pressure
3. 3
   Extractionextracted with ethyl acetate
4. 4
   WashThe organic layer is washed with water
5. 5
   Otherdried
6. 6
   Otherevaporated
7. 7
   OtherThe resulting crystalline residue is recrystallized from ethyl acetate

Procedure

A mixture of 64.2 g of 1-ethoxycarbonyl-4-hydroxy-4-(3,4-dichlorophenyl)piperidine (X-1) and a solution of 72.4 g of KOH in 700 ml of nBuOH is refluxed for 2 hours and evaporated. The reaction mixture is concentrated under reduced pressure and extracted with ethyl acetate. The organic layer is washed with water, dried and evaporated. The resulting crystalline residue is recrystallized from ethyl acetate to prepare 44.7 g (Yield: 90.0%) of the compound (II-1). mp. 144.5°-146.0° C.

Source