تفاعل #5651

معادلة التفاعل

1,3-Diaminopropane

N-(benzyloxycarbonyloxy)succinimide

→

title compound

المردود 80.0%

3-(Benzyloxycarbonylamino)propylamine

المردود 80.0%

المذيبات

CHCl3

CHCl3

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةmaintained below 10° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   غسيلThe solution was washed with water
4. 4
   تجفيفdried (Na2SO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo

الإجراء التجريبي

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)+).

المصدر