反应 #543534

ord-04b72043e96b43279518ad408494aeec

反应方程式

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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The reaction mixture was refluxed for 18 hr
  2. 2
    温度cooled to 25 C
  3. 3
    萃取extracted with ethyl acetate
  4. 4
    浓缩The organic phase was concentrated
  5. 5
    其他The residue was purified by flash chromatography

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07186414B2uspto-grants-2007_03