反应 #452459

反应方程式

product

Boc-4-aminomethylbicyclo-[2.2.2]octane nitrile

→

Boc-4-aminomethylbicyclo-[2.2.2]octane methylamine

溶剂

CH3OH

HOAc

H2O

反应条件

后处理

1. 1
   其他The catalyst was removed by filtration through Celite
2. 2
   浓缩the filtrate was concentrated in vacuo to an oily residue, which
3. 3
   其他was flushed/evaporated with CH3OH (1×) and CH2Cl2 (2×)
4. 4
   其他to crystallize toward the end of the evaporation, and ether (up to 300 ml)
5. 5
   workup.ADDITIONwas added
6. 6
   其他the precipitation
7. 7
   其他The white solid was triturated
8. 8
   其他isolated by filtration
9. 9
   洗涤washing with ether
10. 10
    其他to give
11. 11
    其他after drying in vacuo

实验过程

A solution of 6.75 g (25.5 mmol) of the product from step D in 200 ml of CH3OH plus 4 ml of HOAc and 2 ml of H2O was hydrogenated over 1.63 g of PtO2 in a Parr shaker at 55 psi for 22 hr. The catalyst was removed by filtration through Celite, and the filtrate was concentrated in vacuo to an oily residue, which was flushed/evaporated with CH3OH (1×) and CH2Cl2 (2×). Product began to crystallize toward the end of the evaporation, and ether (up to 300 ml) was added to complete the precipitation. The white solid was triturated and isolated by filtration and washing with ether to give, after drying in vacuo, the title compound as the acetate salt.

来源