반응 #5651

반응 방정식

1,3-Diaminopropane

N-(benzyloxycarbonyloxy)succinimide

→

title compound

수율 80.0%

3-(Benzyloxycarbonylamino)propylamine

수율 80.0%

용매

CHCl3

CHCl3

반응 조건

후처리

1. 1
   온도maintained below 10° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   세척The solution was washed with water
4. 4
   건조dried (Na2SO4)
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo

실험 절차

1,3-Diaminopropane (35.5 g, 0.48 mol) was dissolved in 300 mL CHCl3, and the solution was cooled to 0° C. A solution of N-(benzyloxycarbonyloxy)succinimide (4.5 g, 0.018 mol) in 150 mL CHCl3 was added dropwise over 6 h, with the internal temperature maintained below 10° C. After addition was complete, the reaction solution was stirred at room temperature overnight. The solution was washed with water, dried (Na2SO4), filtered and concentrated in vacuo to provide 3.0 g (80%) of the title compound as a low melting solid: 1H NMR (CDCl3) δ 1.25 (bs, 2 H), 1.63 (quintet, 2 H), 2.77 (t, 2 H), 3.2-3.34 (bm, 2 H), 5.09 (s, 2 H), 5.37 (bm, 1 H), 7.28-7.40 (m, 5 H); MS, m/e 209 ((M+H)+).

출처