Reaktion #346921

Reaktionsgleichung

2',5'-difluoro-4'-nitroacetanilide

methyl 2-(4-aminophenoxy) -propionate

water

→

title product

Methyl 2- [p-(5-acetamido-4-fluoro-2-nitroanilino)phenoxy]propionate

Lösungsmittel

dioxane

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis refluxed for 2 days
2. 2
   ExtraktionThe resultant aqueous mixture is extracted with ethyl acetate
3. 3
   Waschenwashed with brine
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   Einengenconcentrated in vacuo
6. 6
   Sonstigeto obtain a dark red gum
7. 7
   FiltrationThe solid is collected via filtration
8. 8
   Sonstigedried

Vorschrift

A mixture of 2',5'-difluoro-4'-nitroacetanilide (7.35 g, 0.034 mol) and methyl 2-(4-aminophenoxy) -propionate (16.6 g, 0.085 mol) in dioxane is refluxed for 2 days, cooled to room temperature and poured into water. The resultant aqueous mixture is extracted with ethyl acetate and the organic extracts are combined, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a dark red gum. The gum is dissolved in hot diethyl ether and, after stirring briefly, an orange solid forms. The solid is collected via filtration and dried to give the title product as an orange solid, mp 126.5°-128.4° C.

Quelle