Potassium Hydroxide → HCID 23372825, compound

HRID 1899078Notes

Reaction equation

HRID 1899078 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]([O:15]CC)=[O:14])=[CH:10][C:9]=2[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:4][CH:3]=1.[OH-].[K+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]([C:13]([OH:15])=[O:14])=[CH:10][C:9]=2[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 23372771HCID 23372771, compound

Product 1

HCID 23372825HCID 23372825, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl 5-(4-fluorophenyl)-4-(4-methoxyphenyl)thiophene-2-carboxylate (2.3 g) and potassium hydroxide (640 mg) in methanol (20 ml) was refluxed overnight. The solvent was evaporated, and the residue was dissolved in water, acidified and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate and concentrated to dryness. The residue was washed with ethanol to give crystals of 5-(4-fluorophenyl)-4-(4-methoxyphenyl)thiophene-2-carboxylic acid (1.7 g).

Workup

  1. temperaturewas refluxed overnight
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in water
  4. extractionextracted with chloroform
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated to dryness
  8. washThe residue was washed with ethanol

Sources & evidence

ORD record
ord-96d6cccaa1744af5ab3ebacd8fc482a4
Source dataset
uspto-grants-1996_11
Patent number
US05571810

Reaction notes

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