反応 #586078

反応方程式

1-tetradecanol

pyridine

4-Nitrobenzoyl chloride

→

tetradecyl 4-nitrobenzoate

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度The reaction mixture was heated
2. 2
   温度to reflux for sixteen hours
3. 3
   洗浄The reaction mixture was then washed twice with water (2×500 milliliters)
4. 4
   濃縮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
   濃縮concentrated
9. 9
   その他to yield a yellow solid
10. 10
    ろ過that was filtered
11. 11
    その他The yellow solid was recrystallized twice from ethanol

実験手順

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.

出典