Lithium Hydroxide → 2-Fluoro-3-(2-oxopyrrolidin-1-yl)-5-trifluoromethyl Benzoic Acid

HRID 1612444Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1612444
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([N:14]2[CH2:18][CH2:17][CH2:16][C:15]2=[O:19])[C:5]=1[F:20].[Li+].[OH-]>O1CCOCC1>[F:20][C:5]1[C:6]([N:14]2[CH2:18][CH2:17][CH2:16][C:15]2=[O:19])=[CH:7][C:8]([C:10]([F:13])([F:11])[F:12])=[CH:9][C:4]=1[C:3]([OH:21])=[O:2]

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 695896852-Fluoro-3-(2-oxopyrrolidin-1-yl)-5-trifluoromethylbenzoic Acid Methyl Ester

Produkt 1

HCID 222530252-Fluoro-3-(2-oxopyrrolidin-1-yl)-5-trifluoromethyl Benzoic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-Fluoro-3-(2-oxopyrrolidin-1-yl)-5-trifluoromethylbenzoic acid methyl ester (D24) in dioxane (10 ml) was treated with 1M LiOH solution (1.75 ml) and stirred at room temperature for 2 h. The dioxane was then removed under vacuum and dil. NaHCO3 and ethyl acetate were added. The aqueous phase was separated, washed with ethyl acetate, acidified with 1M HCl and extracted with ethyl acetate. The organic extract was washed with brine, dried over MgSO4 and evaporated to dryness to afford the title compound

Aufarbeitung

  1. customThe dioxane was then removed under vacuum and dil. NaHCO3 and ethyl acetate
  2. additionwere added
  3. customThe aqueous phase was separated
  4. washwashed with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. extractionThe organic extract
  7. washwas washed with brine
  8. dry with materialdried over MgSO4
  9. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-87dd4952d83e465f8382db3c1073ad8f
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06992103B2

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