反应 #1047

反应方程式

methanol

compound ( 3 )

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

→

compound ( 4 )

收率 66.0%

4-(4-phenoxyphenyl)piperidine

收率 66.0%

溶剂

acetic acid

反应条件

后处理

1. 1
   其他After the end of the reaction
2. 2
   过滤the insolubles were filtered off
3. 3
   浓缩the filtrate was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe obtained residue was dissolved in methylene chloride
5. 5
   其他The organic layer was dried
6. 6
   过滤filtered
7. 7
   浓缩concentrated under reduced pressure
8. 8
   其他to obtain a residue which
9. 9
   其他was then purified by silica gel column chromatography (methylene chloride:methanol=20:1!)

实验过程

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%).

来源