Potassium Carbonate → Ethyl 5-phenylbenzofuran-2-carboxylate

HRID 1395677

Reaktionsgleichung

Reaktionsgleichung von HRID 1395677
[C:1]1([C:7]2[CH:14]=[C:11]([CH:12]=O)[C:10]([OH:15])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH:17](C(OCC)=O)[C:18]([O:20][CH2:21][CH3:22])=[O:19].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:15][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:12][C:11]=3[CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 69637Diethyl bromomalonateHCID 122646584-Hydroxy-(1,1'-biphenyl)-3-carbaldehyde

Produkt 1

HCID 20329644Ethyl 5-phenylbenzofuran-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of 0.99 g of 1A, 0.96 g of diethyl bromomalonate and 1.25 g of anhydrous potassium carbonate in 20 ml of 2-butanone, was refluxed for 10 hours. The solvent was evaporated under reduced pressure. The residue was cooled, poured into 100 ml of water and extracted with ether. The extract was washed with cold 5% sodium hydroxide solution and water and then concentrated under reduced pressure. The residue was recrystallized from ethanol to give ethyl 5-phenylbenzofuran-2-carboxylate (1B), as white crystals, mp: 109°-110° C.

Aufarbeitung

  1. temperaturewas refluxed for 10 hours
  2. customThe solvent was evaporated under reduced pressure
  3. temperatureThe residue was cooled
  4. additionpoured into 100 ml of water
  5. extractionextracted with ether
  6. washThe extract was washed with cold 5% sodium hydroxide solution and water
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-195261dcbcc5435d969e5c94b1a4bfb8
Quelldatensatz
uspto-grants-1980_05
Patentnummer
US04205080

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