反应 #586078

反应方程式

1-tetradecanol

pyridine

4-Nitrobenzoyl chloride

→

tetradecyl 4-nitrobenzoate

溶剂

dichloromethane

反应条件

后处理

1. 1
   温度The reaction mixture was heated
2. 2
   温度to reflux for sixteen hours
3. 3
   洗涤The reaction mixture was then washed twice with water (2×500 milliliters)
4. 4
   浓缩The organic layer was concentrated under reduced pressure to a yellow solid
5. 5
   workup.ADDITIONOne thousand (1000) milliliters of hexane was added
6. 6
   温度the mixture was heated to reflux
7. 7
   温度The mixture was cooled
8. 8
   浓缩concentrated
9. 9
   其他to yield a yellow solid
10. 10
    过滤that was filtered
11. 11
    其他The yellow solid was recrystallized twice from ethanol

实验过程

Under a nitrogen atmosphere, a mixture of 1-tetradecanol (96.3 grams, 449 millimoles (mmol), pyridine (40 milliliters), and dichloromethane (1000 milliliters) was heated to 30° C. 4-Nitrobenzoyl chloride (100 grams, 539 mmol) was added in portions over a twenty minute period. The reaction mixture was heated to reflux for sixteen hours. The reaction mixture was then washed twice with water (2×500 milliliters). The organic layer was concentrated under reduced pressure to a yellow solid. One thousand (1000) milliliters of hexane was added, and the mixture was heated to reflux. The mixture was cooled and concentrated to yield a yellow solid that was filtered. The yellow solid was recrystallized twice from ethanol to obtain 77.0 grams of tetradecyl 4-nitrobenzoate as yellow crystals.

来源