2-Hydroxy-2-phenylacetohydrazide → HCID 22632809, Verbindung

HRID 2416620Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2416620
[C:1]([NH:11][NH2:12])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].O.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17](S(O)(=O)=O)=[CH:16][CH:15]=1>CN(C)C=O>[C:14]1([C:24]2[O:3][CH:2]([C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:1](=[O:10])[NH:11][N:12]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 731262-Hydroxy-2-phenylacetohydrazideHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 22632809HCID 22632809, VerbindungAusbeute 482,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Mandelic acid hydrazide (1.66 g) and trimethyl o-benzoate (1.82 g) were heated under stirring in dimethyl formamide (30 ml) at 120° C. for 12 hours in the presence of p-toluene sulfonate monohydrate (0.2 g). The solvent was evaporated, and the residue was partitioned between ethyl acetate (150 ml) and water (50 ml). The ethyl acetate layer was washed with water (50 ml×2) and brine (50 ml), and then dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel chromatography (ethyl acetate/hexane, 1:1), to give the title compound as a white powder (1.28 g, 51%).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue was partitioned between ethyl acetate (150 ml) and water (50 ml)
  3. washThe ethyl acetate layer was washed with water (50 ml×2) and brine (50 ml)
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe resulting residue was purified by silica gel chromatography (ethyl acetate/hexane, 1:1)

Quellen und Nachweise

ORD-Eintrag
ord-5fac143e2add4eb0ad22222f0729e001
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06825192B1

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