تفاعل #1563921

معادلة التفاعل

4-fluorophenol

2-bromo-1,1-dimethoxyethane

K2CO3

→

title compound

المردود 60.0%

1-(2,2-dimethoxyethoxy)-4-fluorobenzene

المردود 60.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةHeat the solution
2. 2
   درجة الحرارةto reflux
3. 3
   ترشيحFilter the mixture
4. 4
   تركيزconcentrate the filtrate under reduced pressure
5. 5
   غسيلeluting with a gradient of 0% to 50% EtOAc/hexanes
6. 6
   تركيزConcentrate the fractions
7. 7
   workup.ADDITIONcontaining the desired product under reduced pressure

الإجراء التجريبي

Dissolve 4-fluorophenol (5.5 g, 49.1 mmol) in acetonitrile (49 mL) and treat the solution with 2-bromo-1,1-dimethoxyethane (11.6 mL, 98.1 mmol) and K2CO3 (16.95 g, 122.7 mmol). Heat the solution to reflux with stirring for five days. Filter the mixture, and concentrate the filtrate under reduced pressure. Subject the resulting crude material to silica gel chromatography eluting with a gradient of 0% to 50% EtOAc/hexanes. Concentrate the fractions containing the desired product under reduced pressure to furnish the title compound as a colorless oil (5.85 g, 60% yield). Mass spectrum (m/z) 218 (M+NH4)+, 223 (M+Na)+.

المصدر