تفاعل #59829

معادلة التفاعل

ethyl acetate

ethyl 2-bromoisobutyrate

2-(4-bromophenyl)ethanol

sodium hydride

→

title compound

المردود 15.2%

Ethyl 2-[2-(4-bromophenyl)ethoxy]-2-methylpropionate

المردود 15.2%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 12 hours
2. 2
   أخرىa saturated aqueous ammonium chloride solution, and the organic layer was separated
3. 3
   استخلاصThe aqueous layer was extracted twice with ethyl acetate
4. 4
   أخرىThe organic layer was collected
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   أخرىthe solvent was evaporated under reduced pressure
8. 8
   أخرىThe resultant was purified by silica gel column chromatography (hexane:ethyl acetate=10:1)

الإجراء التجريبي

To a solution of 2-(4-bromophenyl)ethanol (1 g, 5 mmol) in THF (15 ml) was added sodium hydride (60% in parafin liquid) (220 mg, 5.5 mmol) at 0° C., and the mixture was stirred at room temperature for 15 minutes. To the mixture was added ethyl 2-bromoisobutyrate (1.08 g, 5.5 mmol), and the mixture was stirred at room temperature for 12 hours. To this reaction solution were added ethyl acetate and a saturated aqueous ammonium chloride solution, and the organic layer was separated. The aqueous layer was extracted twice with ethyl acetate, and the extracts were combined with the organic layer. The organic layer was collected, dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated under reduced pressure. The resultant was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give the title compound (240 mg, 15%).

المصدر