Реакция #1047

Уравнение реакции

methanol

compound ( 3 )

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

→

compound ( 4 )

Выход 66.0%

4-(4-phenoxyphenyl)piperidine

Выход 66.0%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   ДругоеAfter the end of the reaction
2. 2
   Фильтрацияthe insolubles were filtered off
3. 3
   Концентрированиеthe filtrate was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe obtained residue was dissolved in methylene chloride
5. 5
   ДругоеThe organic layer was dried
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated under reduced pressure
8. 8
   Другоеto obtain a residue which
9. 9
   Другоеwas then purified by silica gel column chromatography (methylene chloride:methanol=20:1!)

Методика

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%).

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