Potassium Hydroxide → 5-[1-(3-Methoxy-phenyl)-2-oxo-cyclohexyl]-pentanoic acid

HRID 413426

Reaktionsgleichung

Reaktionsgleichung von HRID 413426
[OH-].[K+].C([O:5][C:6](=[O:26])[CH2:7][CH2:8][CH2:9][CH2:10][C:11]1([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=2)[CH2:16][CH2:15][CH2:14][CH2:13][C:12]1=[O:17])C>CCO>[CH3:25][O:24][C:20]1[CH:19]=[C:18]([C:11]2([CH2:10][CH2:9][CH2:8][CH2:7][C:6]([OH:26])=[O:5])[CH2:16][CH2:15][CH2:14][CH2:13][C:12]2=[O:17])[CH:23]=[CH:22][CH:21]=1

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 700297965-[1-(3-Methoxy-phenyl)-2-oxo-cyclohexyl]-pentanoic acid ethyl ester

Produkt 1

HCID 185331945-[1-(3-Methoxy-phenyl)-2-oxo-cyclohexyl]-pentanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Solid KOH (0.090 g, 1.4 mmol) was added to a solution of the ester from Step A (0.132 g, 0.38 mmol) in EtOH (5 mL). After stirring at ambient temperature for 48 hr, the reaction mixture was partitioned between EtOAc (50 mL) and H2O (100 mL), the aqueous layer acidified, then extracted with EtOAc (2×100 mL), the organic layer washed with H2O (50 mL), dried (Na2SO4), filtered, and concentrated to dryness to give the title compound. Mp 89-91° C. MS 318.

Aufarbeitung

  1. customthe reaction mixture was partitioned between EtOAc (50 mL) and H2O (100 mL)
  2. extractionextracted with EtOAc (2×100 mL)
  3. washthe organic layer washed with H2O (50 mL)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-1b6bfe12da7f4683afa11fcac00accc3
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06566385B2

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