Ethyl Acetate → N-[3-methyl-2-(4-methylbenzoyl)-1-benzofuran-6-yl]acetamide

HRID 865279

Reaktionsgleichung

Reaktionsgleichung von HRID 865279
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[CH:6][C:5]=1[OH:14])(=O)[CH3:2].[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([CH2:24]Br)=[O:23])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].C(OC(=O)C)C>CN(C=O)C>[CH3:2][C:1]1[C:4]2[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[CH:6][C:5]=2[O:14][C:24]=1[C:22](=[O:23])[C:19]1[CH:20]=[CH:21][C:16]([CH3:15])=[CH:17][CH:18]=1

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 692722-Bromo-4'-methylacetophenoneHCID 2775185N-(4-acetyl-3-hydroxyphenyl)acetamide

Produkt 1

HCID 19959494N-[3-methyl-2-(4-methylbenzoyl)-1-benzofuran-6-yl]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

0.72 g (3.75 mmol) of N-(4-acetyl-3-hydroxy-phenyl)acetamide and 0.81 g (4.1 mmol) of 2-bromo-4-methylacetophenone were dissolved in 5 ml DMF and 1,55 g (11.25 mmol) of potassium carbonate were added. The suspension was heated to 60° C. for 1 h and ethylacetate was added. The organic phase was washed three times with water, one time with a NaCl solution, dried over Na2SO4 and concentrated in vacuo. The residue was further purified by crystallisation (ethanol).

Aufarbeitung

  1. washThe organic phase was washed three times with water, one time with a NaCl solution
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was further purified by crystallisation (ethanol)

Quellen und Nachweise

ORD-Eintrag
ord-d0515c7e03ac4eb4b21163d172c08022
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565488

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