Reaktion #47719

Reaktionsgleichung

acetate

4-(4-iodophenyl)butyric acid

potassium carbonate

2-hydroxythiophenol

→

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

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was refluxed for 18 hr
2. 2
   Temperaturcooled to 25 C
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   EinengenThe organic phase was concentrated
5. 5
   SonstigeThe residue was purified by flash chromatography

Vorschrift

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.

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