반응 #1047

반응 방정식

methanol

compound ( 3 )

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

→

compound ( 4 )

수율 66.0%

4-(4-phenoxyphenyl)piperidine

수율 66.0%

용매

acetic acid

반응 조건

후처리

1. 1
   기타After the end of the reaction
2. 2
   여과the insolubles were filtered off
3. 3
   농축the filtrate was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe obtained residue was dissolved in methylene chloride
5. 5
   기타The organic layer was dried
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure
8. 8
   기타to obtain a residue which
9. 9
   기타was then purified by silica gel column chromatography (methylene chloride:methanol=20:1!)

실험 절차

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%).

출처