Réaction #80667

Équation de réaction

potassium hydroxide

1-cyclohexyloxy-2,2,6,6-tetramethyl-4-acetoxypiperidine

→

1-Cyclohexyloxy-2,2,6,6-tetramethyl-4-hydroxypiperidine

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONThe mixture is subsequently poured onto ice
2. 2
   Extractionextracted with diethyl ether
3. 3
   SéchageAfter the diethyl ether solution has been dried over sodium sulfate
4. 4
   Autrethe ether is evaporated
5. 5
   workup.DISSOLUTIONthe viscous residue is dissolved in 300 ml of warm acetonitrile
6. 6
   FiltrationThe solution is filtered
7. 7
   Autreto crystallize

Mode opératoire

24 g (428 mmol) of potassium hydroxide are dissolved in 600 ml of methanol in a conical flask. 85 g (286 mmol) of 1-cyclohexyloxy-2,2,6,6-tetramethyl-4-acetoxypiperidine are poured into the warm solution with stirring. The mixture is subsequently poured onto ice and extracted with diethyl ether. After the diethyl ether solution has been dried over sodium sulfate, the ether is evaporated and the viscous residue is dissolved in 300 ml of warm acetonitrile. The solution is filtered and allowed to crystallize; yield: 50 g (68%). The colourless substance has a melting point of 78.5° C.; purity according to GC analysis: 96%.

Source