Hydrazine hydrate (1:1) → HCID 178469923, Verbindung

HRID 1098570Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1098570
O.[NH2:2][NH2:3].C(O[CH:7]=[C:8]([C:14](=O)[C:15]([F:18])([F:17])[F:16])[C:9]([O:11][CH2:12][CH3:13])=[O:10])C>C(O)C>[F:16][C:15]([F:18])([F:17])[C:14]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][NH:3][N:2]=1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 4685753Ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutanoate

Produkt 1

HCID 178469923HCID 178469923, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

A solution of hydrazine hydrate (459 mg, 9.16 mol) in ethanol (5 mL) was added to a solution of ethyl 3-ethoxy-2-(trifluoroacetyl)acrylate (2.00 g, 8.33 mmol) in ethanol (15 mL) at 0° C. The reaction was allowed to warm to RT and stirred for 24 hrs. The reaction was concentrated in vacuo, dissolved in ethyl acetate (30 mL), washed with 5% citric acid (25 mL), saturated sodium bicarbonate (25 mL) and brine (25 mL), dried (Na2SO4) and concentrated in vacuo to afford ethyl 3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (1.365 g, 79% yield). 1H NMR (300 MHz, DMSO-d6): δ 1.24 (t, 3 H), 4.22 (q, 2 H), 8.56 (s, 1 H); MS (ESI) m/z: 209.0 (M+H+).

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutiondissolved in ethyl acetate (30 mL)
  3. washwashed with 5% citric acid (25 mL), saturated sodium bicarbonate (25 mL) and brine (25 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4db43a9323f0489592e5201b35482377
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143293B2

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