反应 #1265368

反应方程式

hexanoic acid

N-hydroxy succinimide

DCCI

→

N-hexanoyloxy succinimide

收率 74.3%

溶剂

DMF

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   温度The mixture was cooled with an ice-water bath
3. 3
   其他The dicyclohexyl urea (DCU) precipitate was removed by filtration
4. 4
   其他the DMF solvent was removed by vacuum rotary evaporation
5. 5
   洗涤The yellow oil residue was washed with water and hexane
6. 6
   其他to yield a white solid, which
7. 7
   其他dried at 78° C.

实验过程

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—).

来源