反应 #2487493

反应方程式

11-Bromo undecanoic acid methyl ester

Sodium iodide

→

oil

收率 89.0%

11-Iodo Undecanoic Acid Methyl Ester

收率 89.0%

溶剂

acetone

反应条件

后处理

1. 1
   其他reaction
2. 2
   温度was refluxed under nitrogen for 16 h
3. 3
   过滤were filtered off
4. 4
   浓缩The filtrate was concentrated under vacuum and water (200 ml)
5. 5
   workup.ADDITIONwas added
6. 6
   萃取The solution was extracted with AcOEt (2×100 ml)
7. 7
   workup.ADDITIONadding some sat. NaCl
8. 8
   其他phase separation
9. 9
   洗涤washed with water (100 ml)
10. 10
    干燥Dry over MgSO4
11. 11
    workup.ADDITIONThree teaspoons of activated charcoal were added
12. 12
    workup.ADDITIONAfter mixing
13. 13
    过滤the solution was filtered through a bed of celite
14. 14
    浓缩The filtrate was concentrated under vacuum

实验过程

11-Bromo undecanoic acid methyl ester (20.2 g, 72.3 mmol) was dissolved in acetone (200 ml). Sodium iodide (54 g, 361 mmol) was added and reaction was refluxed under nitrogen for 16 h. After cooling to rt the salts were filtered off. The filtrate was concentrated under vacuum and water (200 ml) was added. The solution was extracted with AcOEt (2×100 ml) adding some sat. NaCl to aid phase separation. The organic extracts were pooled and washed with water (100 ml) plus a little sat. NaCl, and sat. NaCl (50 ml). Dry over MgSO4. The solution was a red-orange color. Three teaspoons of activated charcoal were added. After mixing, the solution was filtered through a bed of celite. The filtrate was concentrated under vacuum to yield a light yellow oil (20.96 g, 89%).

来源