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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 414925Erstellt: 25. Oktober 2026

Water → 1-(1H-Indazol-3-yl)ethan-1-one

https://huagongshe.com/reaction/414925

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktAmmonium ChlorideHCID 25517—
EduktN-Methoxy-N-methyl-1H-indazole-3-carboxamideHCID 16036867—
EduktHCID 178418573HCID 178418573—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(1H-Indazol-3-yl)ethan-1-oneHCID 15684169—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

In a round-bottomed flask, 2.4 g of N-methoxy-N-methyl-1H-indazole-3-carboxamide are placed in 140 ml of tetrahydrofuran at 0° C. and under argon. 19 ml of methylmagnesium bromide (3M in ethyl ether) are added dropwise. The mixture is stirred for one hour at 0° C. and 20 h at ambient temperature. It is cooled to 0° C. and 80 ml of water and 40 ml of a saturated solution of ammonium chloride are added. The mixture is extracted with 40 ml of ethyl acetate. The organic phase is washed with 40 ml of a saturated solution of sodium chloride, dried over magnesium sulphate and then concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a heptane/ethyl acetate mixture. 1.6 g of compound are obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08088765B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-be03b3ea900a4de18284983fe9b1078b
Quellennotizuspto-grants-2012_01