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Hydrazine hydrate (1:1) → 3-cyclopropyl-4,5-dihydro-1H-pyrazol-5-one

HRID 1993934
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1993934
C[O:2][C:3](=O)[CH2:4][C:5]([CH:7]1[CH2:9][CH2:8]1)=O.O.[NH2:12][NH2:13]>C(O)(=O)C>[CH:7]1([C:5]2[CH2:4][C:3](=[O:2])[NH:12][N:13]=2)[CH2:9][CH2:8]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 101300163-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

Produkt 1

HCID 220594943-cyclopropyl-4,5-dihydro-1H-pyrazol-5-oneAusbeute 147 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of methyl-3-cyclopropyl-3-oxopropionate (10 g) and acetic acid (28 mL) in a round bottom flask under argon was added hydrazine hydrate (2.25 g). The mixture was immersed into an oil bath and heated to 100° C. overnight. The reaction vessel was then cooled and the acetic acid was evaporated in vacuo and the remaining solid was added to 1 N aqueous sodium hydroxide solution. The resulting precipitate was collected by filtration and washed with water and cold ether to afford the desired 5-cyclopropyl-2,4-dihydro-pyrazol-3-one (8.2 g) as a beige solid.

Aufarbeitung

  1. customThe mixture was immersed into an oil bath
  2. temperatureThe reaction vessel was then cooled
  3. customthe acetic acid was evaporated in vacuo
  4. additionthe remaining solid was added to 1 N aqueous sodium hydroxide solution
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed with water and cold ether

Quellen und Nachweise

ORD-Eintrag
ord-cfd31f0d0b53475ebca71ebc6a349a6d
Quelldatensatz
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07652057B2

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