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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18976Erstellt: 24. Oktober 2026

Potassium Carbonate → (R)-3-(3-Nitro-1h-pyrazol-1-yl)propane-1,2-diol

https://huagongshe.com/de/reaction/18976

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt(-)-GlycidolHCID 6973630—
EduktHCID 178526745HCID 178526745—
LösungsmittelDimethylformamideHCID 6228—
Produkt(R)-3-(3-Nitro-1h-pyrazol-1-yl)propane-1,2-diolHCID 6689292864%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A solution of 3-nitro-1H-pyrazole (prepared as in Example 5, 3.00 g, 26.55 mmol) in N,N-dimethylformamide (15 mL) was treated with solid potassium carbonate (5.50 g, 39.82 mmol) and (S)-(−)-glycidol (3.93 g, 53.10 mmol) and placed in a sealed tube and heated at 100° C. for 1 h in an oil bath. After this time the N,N-dimethylformamide was removed in vacuo. Purification by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 12 g; 0% to 10% methanol/dichloromethane) afforded (R)-3-(3-nitro-pyrazol-1-yl)-propane-1,2-diol (3.17 g, 64%) as a yellow oil: LR-ES-MS m/z calculated for C6H9N3O4 [M]+ 187, observed [M+H]+ 188.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741327B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-9e35182c67e343e0819f539f6c4280cc
Quellennotizuspto-grants-2010_06