Ethyl Acetate → HCID 66878221, Verbindung

HRID 1963999

Reaktionsgleichung

Reaktionsgleichung von HRID 1963999
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([NH2:15])[CH:9]=2)=[CH:4][CH:3]=1.[C:16](=[O:19])([O-])[O-:17].[K+].[K+].[C:22](OCC)(=[O:24])C>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([NH:15][C:22](=[O:24])[C:16]([OH:17])=[O:19])[CH:9]=2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 463144304'-Fluoro-4-methylbiphenyl-3-amine

Produkt 1

HCID 66878221HCID 66878221, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2.0 g (9.9 mmol) of 4′-fluoro-4-methylbiphenyl-3-amine and 1.64 g (11.9 mmol) of potassium carbonate were suspended in THF, and 1.49 g (10.9 mmol) of chloroglyoxylic acid ethyl were added thereto at 0° C., and stirred at room temperature for 4 hours. After completion of the reaction, ethyl acetate was added to the mixture, and the mixture was washed with an aqueous sodium bicarbonate solution and a sodium chloride solution in this order. The resulting organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give 2.76 g of [(4′-fluoro-4-methylbiphenyl-3-yl)amino] (oxo)acetic acid.ethyl ester (yield: 93%).

Aufarbeitung

  1. additionwas added to the mixture
  2. washthe mixture was washed with an aqueous sodium bicarbonate solution
  3. dry with materialThe resulting organic layer was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5096bb7463014ed393a503b841547087
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415479B2

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