Reaktion #808287

Reaktionsgleichung

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline

toluene triethylamine

triphosgene

3-(4-fluorophenoxy)-1-propanol

→

title compound

Ausbeute 62.3%

3-(4-Fluorophenoxy)propyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}carbamate

Ausbeute 62.3%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux
3. 3
   Sonstigeto prepare a solution
4. 4
   Temperaturthe mixture was heated
5. 5
   Temperaturunder reflux for 15 min
6. 6
   Temperaturwith heating
7. 7
   Temperaturunder reflux for 2 hr
8. 8
   SonstigeAfter the completion of the reaction
9. 9
   workup.DISTILLATIONbefore distilled water
10. 10
    workup.ADDITIONwas added
11. 11
    ExtraktionThe mixture was subjected to separatory extraction with chloroform
12. 12
    Waschenby washing with a 1 N aqueous hydrochloric acid solution and saturated brine
13. 13
    TrocknenThe washed solution was dried over sodium sulfate
14. 14
    Einengenwas concentrated
15. 15
    SonstigeThe residue was purified on a column

Vorschrift

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (68 mg), was added to toluene/triethylamine=10/1 (7 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (94 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-(4-fluorophenoxy)-1-propanol (54 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (68 mg, yield 58%).

Quelle