Reacción #47719

Ecuación de reacción

acetate

4-(4-iodophenyl)butyric acid

potassium carbonate

2-hydroxythiophenol

→

4-(4-(2-hydroxyphenyl)thiophenyl)butyric acid

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was refluxed for 18 hr
2. 2
   Temperaturacooled to 25 C
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   ConcentraciónThe organic phase was concentrated
5. 5
   OtroThe residue was purified by flash chromatography

Procedimiento

A solution of 4-(4-iodophenyl)butyric acid (0.86M) and dimethylformamide was treated with 2 eq of potassium carbonate, 1.5 eq of 2-hydroxythiophenol and a catalytic amount of cuperic acetate (0.01 eq). The reaction mixture was refluxed for 18 hr, cooled to 25 C, acidified with aqueous acid and extracted with ethyl acetate. The organic phase was concentrated. The residue was purified by flash chromatography using ethyl acetate/hexane as eluant to give 4-(4-(2-hydroxyphenyl)thiophenyl)butyric acid.

Fuente