Reaktion #54343

Reaktionsgleichung

hydrogen

1-benzyl-3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-1,2,5,6-tetrahydropyridine

→

title compound

Ausbeute 42.0%

3-[4-(1,1-Dimethylheptyl)-2-hydroxyphenyl]piperidine

Ausbeute 42.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 4.2 g
2. 2
   FiltrationThe reaction mixture is filtered through diatomaceous earth with ethyl acetate
3. 3
   Sonstigeevaporated
4. 4
   workup.DISSOLUTIONthe residue again dissolved in ethyl acetate
5. 5
   Filtrationfiltered
6. 6
   SonstigeThe filtrate is evaporated
7. 7
   Sonstigethe residue crystallized in ether
8. 8
   Sonstigeto yield 1.1 g

Vorschrift

A mixture of 4.2 g. (8.73 mmols) of 1-benzyl-3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-1,2,5,6-tetrahydropyridine, 4.0 g. of 10% palladium-on-carbon and 50 ml. of ethanol is stirred under one atmosphere of hydrogen for 2 hours. The reaction mixture is filtered through diatomaceous earth with ethyl acetate, evaporated and the residue again dissolved in ethyl acetate and filtered. The filtrate is evaporated and the residue crystallized in ether to yield 1.1 g. (42%) of the title compound.

Quelle