تفاعل #52054

معادلة التفاعل

ethylacetate

Ethyl 2-ethoxy-6-pentadecyl-benzoate

lithium aluminum hydride

HCl

lithium aluminium hydride

→

2-ethoxy-6-pentadecyl-benzyl alcohol

المذيبات

hexane EtOAc

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   تجفيفto dry 250 mL three neck round bottom flask
2. 2
   أخرىfitted
3. 3
   درجة الحرارةwith reflux condenser, mechanical stirrer
4. 4
   درجة الحرارةit was maintained under nitrogen atmosphere through out the reaction
5. 5
   أخرىReaction
6. 6
   workup.ADDITIONAfter addition the solution
7. 7
   درجة الحرارةmaintained at that temperature for about two hours
8. 8
   أخرىorganic layer was separated
9. 9
   تجفيفdried over anhydrous sodium sulphate
10. 10
    تركيزconcentrated under vacuum
11. 11
    أخرىto give a light brownish solid
12. 12
    أخرىThis was recrystallised from petroleum ether (40-60° C.)
13. 13
    أخرىto give white solid

الإجراء التجريبي

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.

المصدر