반응 #1563921

반응 방정식

4-fluorophenol

2-bromo-1,1-dimethoxyethane

K2CO3

→

title compound

수율 60.0%

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

수율 60.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도Heat the solution
2. 2
   온도to reflux
3. 3
   여과Filter the mixture
4. 4
   농축concentrate the filtrate under reduced pressure
5. 5
   세척eluting with a gradient of 0% to 50% EtOAc/hexanes
6. 6
   농축Concentrate the fractions
7. 7
   workup.ADDITIONcontaining the desired product under reduced pressure

실험 절차

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)+.

출처