反应详情

To a dichloromethane (0.13 M) solution of 8-quinolinecarbaldehyde (1 eq.) was added magnesium sulphate (1 eq.) and cyclopropyl amine (2 eq.). The resulting suspension was stirred at RT for 16 h. The insolubles were removed via filtration and rinsed with dichloromethane before the combined filtrate was concentrated in vacuo. The crude imine thus obtained was taken up in methanol (0.13 M) and then added sodium borohydride (1.5 eq.) portionwise. The reaction mixture was stirred at RT for 2 h before it was quenched with 1 N aq. HCl. The pH of the solution was then adjusted to ˜10 with 1 N aq. NaOH before it was extracted with ether. The combined organic extracts were washed further with water and brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo to afford the crude title compound as a yellow oil.

1. customThe insolubles were removed via filtration
2. washrinsed with dichloromethane before the combined filtrate
3. concentrationwas concentrated in vacuo
4. customThe crude imine thus obtained
5. stirringThe reaction mixture was stirred at RT for 2 h before it
6. customwas quenched with 1 N aq. HCl
7. extractionwas extracted with ether
8. washThe combined organic extracts were washed further with water and brine
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. concentrationthe filtrate concentrated in vacuo