تفاعل #543534

ord-04b72043e96b43279518ad408494aeec

معادلة التفاعل

CC(=O)[O-]
acetate
O=C(O)CCCc1ccc(I)cc1
4-(4-iodophenyl)butyric acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Oc1ccccc1S
2-hydroxythiophenol
O=C(O)CCCc1ccc(Sc2ccccc2O)cc1
4-(4-(2-hydroxyphenyl)thiophenyl)butyric acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was refluxed for 18 hr
  2. 2
    درجة الحرارةcooled to 25 C
  3. 3
    استخلاصextracted with ethyl acetate
  4. 4
    تركيزThe organic phase was concentrated
  5. 5
    أخرىThe residue was purified by flash chromatography

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07186414B2uspto-grants-2007_03