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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 55873Erstellt: 23. Oktober 2026

Potassium Carbonate → (S)-3-(4-Nitro-pyrazol-1-yl)-propane-1,2-diol

https://huagongshe.com/de/reaction/55873

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt4-nitro-1H-pyrazoleHCID 16376—
Edukt(-)-GlycidolHCID 6973630—
LösungsmittelAcetonitrileHCID 6342—
Produkt(S)-3-(4-Nitro-pyrazol-1-yl)-propane-1,2-diolHCID 1215183118,1%

Reaktionsschritte

3-Nitro-1-H-pyrazole (27) (600 mg, 5.3 mmol), (S)-glycidol (702 μL, 10.6 mmol) and K2CO3 (1.1 g, 8.0 mmol) in acetonitrile (7 mL) were heated in the microwave at 100° C. for 1 h. The solvent was evaporated in vacuo and the residue dissolved in ethyl acetate (20 mL) and water (20 mL). The organic layer was separated and the aqueous layer further extracted with ethyl acetate (10×20 mL). The organics were combined, dried over MgSO4, filtered and evaporated to give a crude oil. This was purified by flash chromatography on silica eluting with a gradient of 70% ethyl acetate/isohexane to ethyl acetate, to give the desired compound as a white solid (180 mg, 18%); LCMS, Rt=0.98 min (MeOH-FA method), m/z 188 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09433622B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-68beedd3b869405c8a09aa982d7b606e
Quellennotizuspto-grants-2016_09