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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 47610Erstellt: 24. Oktober 2026

Methyl acetoacetate → HCID 178490910, Verbindung

https://huagongshe.com/de/reaction/47610

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl acetoacetateHCID 7757—
EduktTriethylamineHCID 8471—
Edukt(4-Methoxybenzyl)hydrazine dihydrochlorideHCID 22747476—
LösungsmittelTolueneHCID 1140—
ProduktHCID 178490910HCID 178490910—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A solution containing 2.75 g of (4-methoxybenzyl)hydrazine dihydrochloride in 50 ml of toluene was treated with 1.7 ml of triethylamine at rt and then stirred for 5 min. The mixture was then treated with 1.32 ml of methyl acetoacetate and heated at 100° C. for 15 min. The solvent was evaporated under reduced pressure and then the residue partitioned between dichloromethane/10% citric acid and extracted three times. Combined extracts were washed with brine, then dried over anhydrous magnesium sulphate, filtered and evaporated to give a yellow solid. The solid was purified by flash chromatography on silica gel using methanol/dichloromethane (1:49) for the elution to give 2.3 g of 2-(4-methoxybenzyl)-5-methyl-2H-pyrazol-3-ol as a white solid. Mass spectrum (ES) m/z 219 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06699887B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-5779c6194f914b70860d7ff1cb025ff6
Quellennotizuspto-grants-2004_03