反応 #657333

反応方程式

[1-(3-tert-butoxycarbonylamino-propyl)-piperidin-4-yl]-carbamic acid benzyl ester

→

desired compound

収率 100.0%

[3-(4-Amino-piperidin-1-yl)-propyl]carbamic acid tert-butyl ester

収率 100.0%

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過the mixture was filtered through a pad of Celite
2. 2
   洗浄washing with ethanol (100 mL)
3. 3
   workup.ADDITIONThe resulting solution was treated with fresh palladium catalyst (2.25 g)
4. 4
   その他placed under an atmosphere of hydrogen (balloon) at 50° C
5. 5
   workup.WAITAfter 7 h
6. 6
   その他consumption of the starting material
7. 7
   ろ過filtered through Celite
8. 8
   洗浄washing with ethanol (200 mL)
9. 9
   濃縮The filtrate was concentrated

実験手順

To a solution of [1-(3-tert-butoxycarbonylamino-propyl)-piperidin-4-yl]-carbamic acid benzyl ester (16.9 g, 43.2 mmol, 1 equiv) in ethanol (200 mL) at 23° C. was added palladium on carbon (2.25 g, 10 wt. %, wet, Degussa type). The reaction vessel was placed under an atmosphere of hydrogen (balloon) and stirred for 14 h. At this time tlc analysis indicated the reaction was incomplete, the mixture was filtered through a pad of Celite, washing with ethanol (100 mL). The resulting solution was treated with fresh palladium catalyst (2.25 g), then placed under an atmosphere of hydrogen (balloon) at 50° C. After 7 h tlc analysis indicates complete consumption of the starting material. The reaction mixture was cooled to 23° C., and then filtered through Celite, washing with ethanol (200 mL). The filtrate was concentrated to give 11.1 g (43.2 mmol, 100%) of the desired compound.

出典