Реакция #47719

Уравнение реакции

acetate

4-(4-iodophenyl)butyric acid

potassium carbonate

2-hydroxythiophenol

→

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

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was refluxed for 18 hr
2. 2
   Температураcooled to 25 C
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   КонцентрированиеThe organic phase was concentrated
5. 5
   ДругоеThe residue was purified by flash chromatography

Методика

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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