تفاعل #1265368

معادلة التفاعل

hexanoic acid

N-hydroxy succinimide

DCCI

→

N-hexanoyloxy succinimide

المردود 74.3%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   درجة الحرارةThe mixture was cooled with an ice-water bath
3. 3
   أخرىThe dicyclohexyl urea (DCU) precipitate was removed by filtration
4. 4
   أخرىthe DMF solvent was removed by vacuum rotary evaporation
5. 5
   غسيلThe yellow oil residue was washed with water and hexane
6. 6
   أخرىto yield a white solid, which
7. 7
   أخرىdried at 78° C.

الإجراء التجريبي

To a solution of 4.64 g (0.04 mol) of hexanoic acid and 5.75 g (0.05 mol) of N-hydroxy succinimide in 100 mL distilled DMF, 10.3 g (0.05 mol) of DCCI was added. The mixture was cooled with an ice-water bath and stirred for 5 h. The dicyclohexyl urea (DCU) precipitate was removed by filtration, and the DMF solvent was removed by vacuum rotary evaporation. The yellow oil residue was washed with water and hexane to yield a white solid, which was vacuum dried at 78° C. to give 6.34 g (74%) of N-hexanoyloxy succinimide. IR (KBr): 1816 cm−1 (υ(C═O) of ester), 1745–1786 cm−1 (υ(C═O) of imide). 1H-NMR (DMSO-d6, ppm): 0.86 (3 H, —CH3), 1.31 (4H, —(CH2)2CH3), 1.62 (2H, —CH2CH2COO—), 2.64 (2H, —CH2COO—), 2.80 (4H, —COCH2CH2CO—).

المصدر