Reaktion #2075758

Reaktionsgleichung

sodium hydroxide

N-tert-butoxycarbonyl-4-(4-phenoxyphenyl)-4-piperidinol

trifluoroacetic acid

→

4-(4-phenoxyphenyl)-1,2,3,6-tetrahydropyridine

Ausbeute 47.0%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ether
2. 2
   SonstigeThe extract was dried
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   Sonstigeto give a residue, which
6. 6
   Sonstigewas then recrystallized from ether/methylene chloride

Vorschrift

To a 3 ml of methylene chloride solution of 772 mg of N-tert-butoxycarbonyl-4-(4-phenoxyphenyl)-4-piperidinol synthesized in Step A, a 3 ml of trifluoroacetic acid was dropwise added under ice cooling. The resultant mixture was stirred at room temperature for 2 hours, then adjusted by 10% aqueous sodium hydroxide solution to pH=9 to 10 and extracted with ether. The extract was dried, filtered, then concentrated under reduced pressure to give a residue, which was then recrystallized from ether/methylene chloride to give 4-(4-phenoxyphenyl)-1,2,3,6-tetrahydropyridine in an amount of 250 mg (yield 47%).

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