Réaction #47719

Équation de réaction

acetate

4-(4-iodophenyl)butyric acid

potassium carbonate

2-hydroxythiophenol

→

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

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture was refluxed for 18 hr
2. 2
   Températurecooled to 25 C
3. 3
   Extractionextracted with ethyl acetate
4. 4
   ConcentrationThe organic phase was concentrated
5. 5
   AutreThe residue was purified by flash chromatography

Mode opératoire

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.

Source