Réaction #2045029

Équation de réaction

(4-nitrophenoxy)acetic acid

(4-Nitro phenoxy)acetic acid

ethylene glycol

HCl

→

41

Rendement 57.4%

(4-Nitro-phenoxy)-acetic acid-2-hydroxy-ethyl ester

Rendement 57.4%

Conditions de réaction

Traitement

1. 1
   Autrefor 1 hr
2. 2
   AutreDuring HCl gas bubbling the temperature
3. 3
   Autrerose to 60° C
4. 4
   AutreThe crude reaction mass
5. 5
   workup.ADDITIONwas poured onto ice (2 Kg)
6. 6
   FiltrationCrude 41 was filtered
7. 7
   Autredried
8. 8
   Autrepurified by column chromatography on silica gel

Mode opératoire

To a mixture of (4-nitrophenoxy)acetic acid 40 (100 g, 507 mmol) and ethylene glycol (300 ml) was passed dry HCl gas for 1 hr. During HCl gas bubbling the temperature rose to 60° C. The crude reaction mass was poured onto ice (2 Kg). Crude 41 was filtered, dried and purified by column chromatography on silica gel using hexane:ethyl acetate (95:5) to give pure 41 (70 g, 57.4%) as a white powder. M.p: 73.5-75.5° C.

Source