Water → Acetamide, N-(2-methoxyphenyl)-

HRID 1084983

Reaktionsgleichung

Reaktionsgleichung von HRID 1084983
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:11])[CH3:10].C[O-].[Na+].[OH:15][C:16]1C=CC=C2C=1N=CC=C2.O>CO.C(OCC)(=O)C>[C:9]([NH:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:15][CH3:16])(=[O:11])[CH3:10]

Komponenten

7

Edukt 4

HCID 962WaterHCID 19238-HydroxyquinolineHCID 1364162'-BromoacetanilideHCID 10942334Sodium Methoxide

Produkt 1

HCID 7135Acetamide, N-(2-methoxyphenyl)-Ausbeute 945,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Then, 2.14 g of the 2-bromo-1-acetylaminobenzene was added to a solution containing 2.3 ml of a 28% methanol solution of sodium methoxide, 100 mg of cuprous chloride, and 145 mg of 8-hydroxyquinoline in 40 ml of methanol, and the mixture was heated under reflux for 50 minutes. After cooling with water, ethyl acetate was added thereto, and the resulting mixture was washed with water and dried over Glauber's salt. The solvent was distilled off, and the obtained crude crystals were recrystallized from an n-hexane/ethyl acetate solvent mixture, to obtain 1.56 g (yield: 95%) of the desired compound. The spectrum data of the compound was in agreement with the spectrum data of the separately synthesized reference compound.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 50 minutes
  3. additionwas added
  4. washthe resulting mixture was washed with water
  5. dry with materialdried over Glauber's salt
  6. distillationThe solvent was distilled off
  7. customthe obtained crude crystals
  8. customwere recrystallized from an n-hexane/ethyl acetate solvent mixture

Quellen und Nachweise

ORD-Eintrag
ord-754bd2a780e04efca6334d8b524c3684
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05006660

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