反応 #76483

反応方程式

product

8-Bromo-1,2,3,4-tetrahydro-2-methyl-6-nitro-5-isoquinolinamine

→

title compound

収率 48.5%

1,2,3,4-Tetrahydro-2-methyl-5,6-isoquinolinediamine

収率 48.5%

溶媒

MeOH

反応条件

後処理

1. 1
   その他was hydrogenated at room temperature
2. 2
   ろ過The reaction mixture was filtered
3. 3
   濃縮the filtrate concentrated
4. 4
   その他The residue was partitioned between CHCl3 and saturated aqueous NaHCO3 solution
5. 5
   その他The organic phase was separated
6. 6
   抽出the aqueous phase was extracted with additional CHCl3
7. 7
   乾燥the combined organic extracts were dried (Na2SO4)
8. 8
   ろ過filtered
9. 9
   濃縮concentrated
10. 10
    ろ過The residue was filtered through a plug of silica gel eluting with 25% EtOH/EtOAc
11. 11
    濃縮The eluant was concentrated

実験手順

A solution of the product from Example 10 (1.50 g, 5.24 mmol) and 20% Pd on carbon (0.30 g) in 100 mL of MeOH was hydrogenated at room temperature and pressure for 24 hours. The reaction mixture was filtered and the filtrate concentrated. The residue was partitioned between CHCl3 and saturated aqueous NaHCO3 solution. The organic phase was separated and the aqueous phase was extracted with additional CHCl3 and the combined organic extracts were dried (Na2SO4), filtered, and concentrated. The residue was filtered through a plug of silica gel eluting with 25% EtOH/EtOAc. The eluant was concentrated to give the title compound as an oil (0.45 g, 48%).

出典