反应 #409974

反应方程式

1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine

cyclohexene

→

white solid

收率 36.0%

1-(Cyclohex-2-en-1-yl)oxy-4-hydroxy-2,2,6,6-tetramethylpiperidine

收率 36.0%

反应条件

后处理

1. 1
   过滤The reaction mixture is filtered
2. 2
   其他to remove 1,4-dihydroxy-2,2,6,6-tetramethylpiperidine
3. 3
   洗涤the filtrate is washed with 5 w/v % ascorbic acid (2×50 mL)
4. 4
   workup.DISTILLATIONdistilled water (2×50 mL)
5. 5
   干燥The organic phase is dried over anhydrous sodium sulfate
6. 6
   其他the volatiles are removed in vacuo
7. 7
   其他The residue is recrystallized from acetonitrile

实验过程

A mixture of 17.05 g (0.10 mol) of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine and 100 mL (0.99 mol) of cyclohexene under a nitrogen atmosphere is heated at 70° C. for 72 hours. The reaction mixture is filtered to remove 1,4-dihydroxy-2,2,6,6-tetramethylpiperidine and the filtrate is washed with 5 w/v % ascorbic acid (2×50 mL) and distilled water (2×50 mL). The organic phase is dried over anhydrous sodium sulfate and the volatiles are removed in vacuo. The residue is recrystallized from acetonitrile to give 4.44 g (36% yield) of a white solid melting at 65-66.5° C.

来源