Reaktion #2045040

Reaktionsgleichung

6-(4-nitrophenoxy)hexanoic acid

6-(4-Nitrophenoxy)-hexanoic acid

ethylene glycol

HCl

→

54

Ausbeute 78.3%

6-(4-Nitrophenoxy)hexanoic acid 2-hydroxyethyl ester

Ausbeute 78.3%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefor one hr
2. 2
   SonstigeDuring HCl gas bubbling the temp
3. 3
   Sonstigerose to 60° C
4. 4
   SonstigeThe crude reaction mass
5. 5
   workup.ADDITIONwas poured onto ice (1 Kg)
6. 6
   Extraktionextracted into ethyl acetate
7. 7
   Waschenwashed with water (2×250 ml)
8. 8
   Trocknendried over sodium sulphate
9. 9
   workup.DISTILLATIONdistilled
10. 10
    Sonstigeto get crude 54, which
11. 11
    Sonstigewas purified by column chromatography on silica gel

Vorschrift

To a mixture of 6-(4-nitrophenoxy)hexanoic acid 53 (50 g, 197.62 mmol) and ethylene glycol (200 ml) was passed dry HCl gas for one hr. During HCl gas bubbling the temp. rose to 60° C. The crude reaction mass was poured onto ice (1 Kg), extracted into ethyl acetate, washed with water (2×250 ml), dried over sodium sulphate and distilled to get crude 54, which was purified by column chromatography on silica gel using benzene as eluant to get pure 54 (46 g, 78.3%) as a light yellow syrup.

Quelle