反応 #52054

反応方程式

ethylacetate

Ethyl 2-ethoxy-6-pentadecyl-benzoate

lithium aluminum hydride

HCl

lithium aluminium hydride

→

2-ethoxy-6-pentadecyl-benzyl alcohol

溶媒

hexane EtOAc

tetrahydrofuran

反応条件

後処理

1. 1
   乾燥to dry 250 mL three neck round bottom flask
2. 2
   その他fitted
3. 3
   温度with reflux condenser, mechanical stirrer
4. 4
   温度it was maintained under nitrogen atmosphere through out the reaction
5. 5
   その他Reaction
6. 6
   workup.ADDITIONAfter addition the solution
7. 7
   温度maintained at that temperature for about two hours
8. 8
   その他organic layer was separated
9. 9
   乾燥dried over anhydrous sodium sulphate
10. 10
    濃縮concentrated under vacuum
11. 11
    その他to give a light brownish solid
12. 12
    その他This was recrystallised from petroleum ether (40-60° C.)
13. 13
    その他to give white solid

実験手順

Ethyl 2-ethoxy-6-pentadecyl-benzoate (10.9 g, 27 mmol) was dissolved in dry tetrahydrofuran (60 mL). This solution was transferred to dry 250 mL three neck round bottom flask fitted with reflux condenser, mechanical stirrer and it was maintained under nitrogen atmosphere through out the reaction. To this lithium aluminum hydride (2.04 g, 54 mmol) was added slowly. Reaction was highly exothermic. After addition the solution was slowly brought to the reflux temperature and maintained at that temperature for about two hours and TLC was checked in hexane:EtOAc (8:2). After completion of reaction, excess lithium aluminium hydride was decomposed by drop-wise addition of ethylacetate (80 mL). To this 5 M HCl (100 mL) was added and organic layer was separated, dried over anhydrous sodium sulphate, concentrated under vacuum to give a light brownish solid. This was recrystallised from petroleum ether (40-60° C.) to give white solid. Yield: 8 g.

出典