Sodium Hydroxide → 4-(2-Fluoro-4-nitrophenyl)butanoic acid

HRID 1192866Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1192866
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][CH2:13][C:14]([O:16]C)=[O:15].[OH-].[Na+]>CO.O>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 57672633Methyl 4-(2-fluoro-4-nitrophenyl)butanoate

Produkt 1

HCID 576726244-(2-Fluoro-4-nitrophenyl)butanoic acidAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
21 °C

Versuchsvorschrift

To a solution of Methyl 4-(2-fluoro-4-nitrophenyl)butanoate (84) (43 mg, 0.18 mmol) in methanol (1 mL) and water (3 mL) was added sodium hydroxide (0.18 g, 4.50 mmol). The reaction mixture was stirred at 21° C. overnight. The reaction mixture was quenched with 1 N HCl solution and extracted with ethyl acetate (2×30 mL). The organic layer was dried over MgSO4, concentrated to give 4-(2-Fluoro-4-nitrophenyl)butanoic acid (82) (40 mg, 98%) and the residue was used without further purification.

Aufarbeitung

  1. customThe reaction mixture was quenched with 1 N HCl solution
  2. extractionextracted with ethyl acetate (2×30 mL)
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c71ece2c8d0646d6ac844b492fcb7d6f
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08680291B2

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