Reacción #1047

Ecuación de reacción

methanol

compound ( 3 )

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

→

compound ( 4 )

Rendimiento 66.0%

4-(4-phenoxyphenyl)piperidine

Rendimiento 66.0%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter the end of the reaction
2. 2
   Filtraciónthe insolubles were filtered off
3. 3
   Concentraciónthe filtrate was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe obtained residue was dissolved in methylene chloride
5. 5
   OtroThe organic layer was dried
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated under reduced pressure
8. 8
   Otroto obtain a residue which
9. 9
   Otrowas then purified by silica gel column chromatography (methylene chloride:methanol=20:1!)

Procedimiento

To a 100 ml methanol solution of 3.51 g of the compound (3) synthesized in Reference Example 3 were added 200 mg of palladium carbon and 1 ml of acetic acid for hydrogenation at atmospheric pressure and room temperature. After the end of the reaction, the insolubles were filtered off and the filtrate was concentrated under reduced pressure. The obtained residue was dissolved in methylene chloride, then adjusted by a 10% aqueous solution of sodium hydroxide to pH=9 to 10, then was shaken. The organic layer was dried, filtered, then concentrated under reduced pressure to obtain a residue which was then purified by silica gel column chromatography (methylene chloride:methanol=20:1!) to obtain the above-reference compound (4) in all amount of 2.32 g (yield of 66%).

Fuente