Sodium Hydroxide → HCID 58425466, Verbindung

HRID 570189

Reaktionsgleichung

Reaktionsgleichung von HRID 570189
C([O:3][C:4]([C:6]1[N:7]([CH3:16])[N:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[F:11])=[O:5])C.[OH-].[Na+]>CO>[C:12]([C:9]1[C:10]([F:11])=[C:6]([C:4]([OH:5])=[O:3])[N:7]([CH3:16])[N:8]=1)([CH3:15])([CH3:13])[CH3:14]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 674133345-tert-Butyl-4-fluoro-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester

Produkt 1

HCID 58425466HCID 58425466, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5-tert-Butyl-4-fluoro-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester (61.4 mg, 0.269 mmol, prepared as described in the previous step) was dissolved in MeOH (1 mL) then 2 M NaOH (175 μL, 0.350 mmol) was added. The resulting mixture was stirred at room temperature for 18 h and the solvent was removed under reduced pressure. The resulting residue was dissolved in H2O (10 mL) and acidified to pH˜2 using 3 M HCl. The aqueous layer was extracted with DCM (3×5 mL), the combined organic extracts were dried over MgSO4 and filtered. The solvent was removed under reduced pressure to yield 5-tert-Butyl-4-fluoro-2-methyl-2H-pyrazole-3-carboxylic acid. 1H-NMR H-NMR (400 MHz, CDCl3) δ: 9.89 (br. s., 1H), 4.06 (d, J=1.0 Hz, 3H), 1.36 (s, 9H).

Aufarbeitung

  1. customthe solvent was removed under reduced pressure
  2. dissolutionThe resulting residue was dissolved in H2O (10 mL)
  3. extractionThe aqueous layer was extracted with DCM (3×5 mL)
  4. dry with materialthe combined organic extracts were dried over MgSO4
  5. filtrationfiltered
  6. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-62394332cd7b4a29b35fc7842dfca5be
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09023846B2

Verknüpfte Notizen

Wird geladen…