Potassium Hydroxide → HCID 18688884, compound

HRID 128863Notes

Reaction equation

HRID 128863 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:11]=2[O:10][C:9]=1[C:18]([O:20]CC)=[O:19].[OH-].[K+]>C(O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:11]=2[O:10][C:9]=1[C:18]([OH:20])=[O:19]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 18688795HCID 18688795, compound

Product 1

HCID 18688884HCID 18688884, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 3.69 g of compound D and 1.95 g of powdered potassium hydroxide in 30 cc of ethanol and 4 cc of water was heated under reflux for 6 hours. After cooling, ice water was added and the resulting mixture was washed with hexane. The aqueous layer was acidified with 1N HCl, and extracted with chloroform, which was then dried over magnesium sulfate. The solvent was distilled off to obtain 3.14 g of 3-(2-chlorophenyl)-5-fluorobenzofuran-2-carboxylic acid. Yield: 93.3%.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. temperatureAfter cooling
  4. washthe resulting mixture was washed with hexane
  5. extractionextracted with chloroform, which
  6. dry with materialwas then dried over magnesium sulfate
  7. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-c19fe67a9ec14dc982520dc72c6892ad
Source dataset
uspto-grants-1995_11
Patent number
US05464863

Reaction notes

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