反応 #60388

反応方程式

6-(2-dimethylamino-ethoxy)-3,4-dihydro-2H-naphthalen-1-one oxime

HCl

→

compound

6-(2-dimethylamino-ethoxy)-1,2,3,4-tetrahydro-naphthalen-1-ylamine

溶媒

EtOH

反応条件

後処理

1. 1
   その他was purged with H2
2. 2
   その他connected to a H2 balloon overnight at RT
3. 3
   ろ過The catalyst was filtered through Celite®
4. 4
   洗浄washed with MeOH
5. 5
   濃縮The filtrate was concentrated in vacuo
6. 6
   workup.ADDITIONThe residue was added saturated NaHCO3
7. 7
   抽出extracted with CH2Cl2
8. 8
   乾燥The organic solution was dried over Na2SO4
9. 9
   ろ過filtered
10. 10
    濃縮concentrated in vacuo
11. 11
    その他The crude product was purified by silica gel chromatography (5%-10% MeOH—CH2Cl2)

実験手順

A mixture of 6-(2-dimethylamino-ethoxy)-3,4-dihydro-2H-naphthalen-1-one oxime (0.3 g, 1.2 mmol), EtOH (12 mL), Pd/C (Aldrich, 0.13g, 0.12 mmol), and concentrated HCl (0.24 mL) was purged with H2 and connected to a H2 balloon overnight at RT. The catalyst was filtered through Celite® and washed with MeOH. The filtrate was concentrated in vacuo. The residue was added saturated NaHCO3 and extracted with CH2Cl2. The organic solution was dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel chromatography (5%-10% MeOH—CH2Cl2) to afford the compound as a colorless oil. MS (ESI): 235 (M+H)+.

出典