Reacción #2045040

Ecuación de reacción

6-(4-nitrophenoxy)hexanoic acid

6-(4-Nitrophenoxy)-hexanoic acid

ethylene glycol

HCl

→

54

Rendimiento 78.3%

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

Rendimiento 78.3%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofor one hr
2. 2
   OtroDuring HCl gas bubbling the temp
3. 3
   Otrorose to 60° C
4. 4
   OtroThe crude reaction mass
5. 5
   workup.ADDITIONwas poured onto ice (1 Kg)
6. 6
   Extracciónextracted into ethyl acetate
7. 7
   Lavadowashed with water (2×250 ml)
8. 8
   Secadodried over sodium sulphate
9. 9
   workup.DISTILLATIONdistilled
10. 10
    Otroto get crude 54, which
11. 11
    Otrowas purified by column chromatography on silica gel

Procedimiento

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.

Fuente