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Water → 5-ethoxy-2,4-dihydro-2-methyl-3H-pyrazol-3-one

HRID 1735013
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1735013
[CH3:1][NH:2][NH2:3].[CH2:4]([O:6][C:7](OCC)=[CH:8][C:9]([O:11]CC)=O)[CH3:5].O.S(=O)(=O)(O)O>C(O)C.[Cl-].[Na+].O>[CH2:4]([O:6][C:7]1[CH2:8][C:9](=[O:11])[N:2]([CH3:1])[N:3]=1)[CH3:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 6061MethylhydrazineHCID 1693882-Propenoic acid, 3,3-diethoxy-, ethyl ester

Produkt 1

HCID 194368075-ethoxy-2,4-dihydro-2-methyl-3H-pyrazol-3-oneAusbeute 42,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702
Ethanol
Lösungsmittel
HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

Methylhydrazine (2.6 g, 0.056 mole) was added to a solution of ethyl 3,3-diethoxyacrylate (10.0 g, 0.053 mole) in ethanol (50 mL) and the mixture was heated and held at reflux for 18 hours. After cooling, water, saturated brine, and 3 mL of concentrated sulfuric acid were added; and the product was extracted with ethyl acetate. The combined extracts were dried with magnesium sulfate, filtered and concentrated in vacuo. Purification by chromatography on silica gel using ethyl acetate/cyclohexane gave 5-ethoxy-2,4-dihydro-2-methyl-3H-pyrazol-3-one (3.2 g, 42% yield) as a white solid, mp=79°-80° C.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 18 hours
  3. temperatureAfter cooling
  4. extractionand the product was extracted with ethyl acetate
  5. dry with materialThe combined extracts were dried with magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customPurification by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-f095f249f248418799d777db1de62de0
Quelldatensatz
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05536701

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