2-(4-Nitro-1H-pyrazol-1-yl)ethan-1-ol → 2-(4-Amino-1H-pyrazol-1-yl)ethanol

HRID 624062Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 624062
[N+:1]([C:4]1[CH:5]=[N:6][N:7]([CH2:9][CH2:10][OH:11])[CH:8]=1)([O-])=O>CCOC(C)=O.CCO.O=[Pt]=O>[NH2:1][C:4]1[CH:5]=[N:6][N:7]([CH2:9][CH2:10][OH:11])[CH:8]=1

Komponenten

5

Edukt 1

HCID 1620552-(4-Nitro-1H-pyrazol-1-yl)ethan-1-ol

Produkt 1

HCID 284922672-(4-Amino-1H-pyrazol-1-yl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2-(4-nitro-1H-pyrazol-1-yl)ethanol (9.12 g, 58.07 mmol) in EtOAc (20 mL, degassed) and EtOH (60 mL, degassed), PtO2 (1.13 g, 5.81 mmol) was added and the reaction mixture was stirred at rt under a H2-atmosphere for 18 h. The mixture was diluted with EtOH, filtered over celite and the filter cake was rinsed with EtOH. The filtrate was concentrated to obtain 2-(4-amino-1H-pyrazol-1-yl)ethanol as a red oil, which was used in the next step without further purification. LC-MS conditions A: tR=0.14 min, [M+H]+=128.24.

Aufarbeitung

  1. filtrationfiltered over celite
  2. washthe filter cake was rinsed with EtOH
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-5bcd7949ce0149e5889458edf52f2fa9
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303023B2

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