Ethyl 5-phenylbenzofuran-2-carboxylate → 5-Phenyl-2-benzofurancarboxylic acid

HRID 1395678

Reaktionsgleichung

Reaktionsgleichung von HRID 1395678
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([C:15]([O:17]CC)=[O:16])=[CH:12][C:11]=3[CH:20]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[OH-].[K+]>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([C:15]([OH:17])=[O:16])=[CH:12][C:11]=3[CH:20]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

3

Edukt 1

HCID 20329644Ethyl 5-phenylbenzofuran-2-carboxylate

Produkt 1

HCID 129909085-Phenyl-2-benzofurancarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Versuchsvorschrift

A mixture of 1.3 g of Compound 1B and 50 ml of 10% alcoholic potassium hydroxide was refluxed for 4 hours. The solvent was evaporated under reduced pressure and the residue was washed with ether and dissolved in water. The basic solution was acidified with dilute hydrochloric acid and extracted with ether. The ether layer was extracted with dilute sodium bicarbonate solution. The aqueous solution was re-acidified with dilute hydrochloric acid and extracted with ether. The ether extract was dried (Na2SO4) and concentrated under reduced pressure. The residue was crystallized from ethanol to give 5-phenyl-2-benzofurancarboxylic acid (1C), as white solid, mp: 220°-221° C.

Aufarbeitung

  1. temperaturewas refluxed for 4 hours
  2. customThe solvent was evaporated under reduced pressure
  3. washthe residue was washed with ether
  4. dissolutiondissolved in water
  5. extractionextracted with ether
  6. extractionThe ether layer was extracted with dilute sodium bicarbonate solution
  7. extractionextracted with ether
  8. extractionThe ether extract
  9. dry with materialwas dried (Na2SO4)
  10. concentrationconcentrated under reduced pressure
  11. customThe residue was crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-160d1a7db5d44aff9b3e04e942fc8931
Quelldatensatz
uspto-grants-1980_05
Patentnummer
US04205080

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