Hydrochloric Acid → 3-Benzyloxy-5-bromo-1-isopropylpyrazole-4-carboxylic acid

HRID 2102260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2102260
[CH2:1]([O:8][C:9]1[C:13]([C:14]([O:16]CC)=[O:15])=[C:12]([Br:19])[N:11]([CH:20]([CH3:22])[CH3:21])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>O1CCOCC1>[CH2:1]([O:8][C:9]1[C:13]([C:14]([OH:16])=[O:15])=[C:12]([Br:19])[N:11]([CH:20]([CH3:22])[CH3:21])[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23113375HCID 23113375, Verbindung

Produkt 1

HCID 230795363-Benzyloxy-5-bromo-1-isopropylpyrazole-4-carboxylic acidAusbeute 64,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Ethyl 3-benzyloxy-5-bromo-1-isopropylpyrazole-4-carboxylate (7.7 g) was suspended in 1,4-dioxane (19 mL) and 20% sodium hydroxide aqueous solution (19 mL) was added to the suspension. The mixture was stirred at 100° C. for 8 hours. After the reaction mixture was cooled, the reaction mixture was poured into 2 mol/L hydrochloric acid (100 mL) and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give 4.6 g of the title compound.

Aufarbeitung

  1. temperatureAfter the reaction mixture was cooled
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cb4abe983e9e4c80abe4022d4321b293
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07576064B2

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