Water → alpha-Oxo-4-[(12-phenoxydodecyl)oxy]benzeneacetic acid

HRID 488333Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 488333
C([O:3][C:4](=[O:33])[C:5](=[O:32])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:8][CH:7]=1)C.[OH-].[Na+].O>CO>[O:32]=[C:5]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][O:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[CH:8][CH:7]=1)[C:4]([OH:33])=[O:3]

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 54340854alpha-Oxo-4-[(12-phenoxydodecyl)oxy]benzeneacetic acid ethyl ester

Produkt 1

HCID 19091785alpha-Oxo-4-[(12-phenoxydodecyl)oxy]benzeneacetic acidAusbeute 84,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To 1.44 g (3.17 mmol) of alpha-oxo-4-[(12-phenoxydodecyl)oxy]benzeneacetic acid ethyl ester in 100 ml of hot methanol was added 3.5 ml (3.5 mmol) of 1N NaOH. The mixture was heated on a steam bath for 5 minutes, water (20 ml) was added and the solvents were removed at reduced pressure. Water (100 ml) and 7.0 ml of 1.0N HCl were added to the residue and the product was extracted with methylene chloride-THF (4:1). The dried extract was concentrated at reduced pressure to a solid which was recrystallized from acetone-hexane to give 1.14 g (84% yield, mp 98°-100°) of alpha-oxo-4-[(12-phenoxydodecyl)oxy]benzeneacetic acid

Aufarbeitung

  1. temperatureThe mixture was heated on a steam bath for 5 minutes
  2. customthe solvents were removed at reduced pressure
  3. additionWater (100 ml) and 7.0 ml of 1.0N HCl were added to the residue
  4. extractionthe product was extracted with methylene chloride-THF (4:1)
  5. extractionThe dried extract
  6. concentrationwas concentrated at reduced pressure to a solid which
  7. customwas recrystallized from acetone-hexane

Quellen und Nachweise

ORD-Eintrag
ord-01ad4cc0a4c64417abd899ac46606e88
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298652

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