تفاعل #1539565

معادلة التفاعل

HCl

Lithium aluminum hydride

5-acetoxy-4,6-di-tert-butyl-2-octylbenzofuran

water

→

4,6-di-tert-butyl-5-hydroxybenzofuran

المردود 132.5%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder cooling with ice
2. 2
   درجة الحرارةAfter heating
3. 3
   درجة الحرارةunder reflux for 3 h
4. 4
   استخلاصthe mixture was subjected to extraction with ethyl acetate
5. 5
   تجفيفThe organic layer was dried over anhydrous magnesium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىThe concentrate was purified by silica gel chromatography (10% ethyl acetate in n-hexane)

الإجراء التجريبي

Lithium aluminum hydride (0.26 g) was suspended in tetrahydrofuran (50 ml) under a nitrogen atmosphere and a solution of 5-acetoxy-4,6-di-tert-butyl-2-octylbenzofuran (2.7 g) in tetrahydrofuran (20 ml) was added to the suspension under cooling with ice. After heating under reflux for 3 h, the mixture was cooled to room temperature and water was added dropwise. After adding 10% aqueous HCl (50 ml), the mixture was subjected to extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by silica gel chromatography (10% ethyl acetate in n-hexane) to afford 4,6-di-tert-butyl-5-hydroxybenzofuran [2.2 g (yield, 92%)] as a colorless oil.

المصدر