반응 #52054

반응 방정식

ethylacetate

Ethyl 2-ethoxy-6-pentadecyl-benzoate

lithium aluminum hydride

HCl

lithium aluminium hydride

→

2-ethoxy-6-pentadecyl-benzyl alcohol

용매

hexane EtOAc

tetrahydrofuran

반응 조건

후처리

1. 1
   건조to dry 250 mL three neck round bottom flask
2. 2
   기타fitted
3. 3
   온도with reflux condenser, mechanical stirrer
4. 4
   온도it was maintained under nitrogen atmosphere through out the reaction
5. 5
   기타Reaction
6. 6
   workup.ADDITIONAfter addition the solution
7. 7
   온도maintained at that temperature for about two hours
8. 8
   기타organic layer was separated
9. 9
   건조dried over anhydrous sodium sulphate
10. 10
    농축concentrated under vacuum
11. 11
    기타to give a light brownish solid
12. 12
    기타This was recrystallised from petroleum ether (40-60° C.)
13. 13
    기타to give white solid

실험 절차

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.

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