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

HRID 54589

Reaktionsgleichung

Reaktionsgleichung von HRID 54589
[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-0a69d66834ca489699003732fef2a0dc
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622989

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