Hydrochloric Acid → 3-(1,5-Dimethyl-1H-pyrazol-4-yl)-2-propenoic acid

HRID 30680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 30680
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5](/[CH:8]=[CH:9]/[C:10]([O:12]CC)=[O:11])[CH:4]=[N:3]1.[OH-].[Na+].Cl>CO>[CH3:1][N:2]1[C:6]([CH3:7])=[C:5](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])[CH:4]=[N:3]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 83766845ethyl (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylate

Produkt 1

HCID 53740613-(1,5-Dimethyl-1H-pyrazol-4-yl)-2-propenoic acidAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a mixture of ethyl (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylate (380 mg) and methanol (20 ml) was added a 2N aqueous sodium hydroxide solution (2.0 ml), and the mixture was stirred at 60° C. for 14 hrs. 1N Hydrochloric acid was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. Recrystallization of the residue from ethyl acetate-hexane gave (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylic acid (283 mg, 87%) as colorless prism crystals. melting point: 217-219° C.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customRecrystallization of the residue from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-91129ba6995c4c1d98c84d0f73224267
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423159B2

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