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HRID 1721935Erstellt: 26. Oktober 2026

Ammonium Chloride → alpha-(1-Ethoxymethyl-5-pyrazolyl)-2,3-dichloro-4-methoxy-benzylalcohol

https://huagongshe.com/reaction/1721935

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt2,3-Dichloro-4-methoxybenzaldehydeHCID 13015689—
Edukt1-(ethoxymethyl)-1H-pyrazoleHCID 15714399—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produktalpha-(1-Ethoxymethyl-5-pyrazolyl)-2,3-dichloro-4-methoxy-benzylalcoholHCID 1462278481,5%

Reaktionsschritte

4.13 ml of 1.6M n-butyl lithium in hexane are added dropwise to a tetrahydrfuran solution of 0.76 g of 1-ethoxymethylpyrazole at -60° C. under argon gas atmosphere. the mixture is stirred at -63° to -50° C. for 1 hour. A solution of 1.23 g of 2,3-dichloro-4-methoxybenzaldehyde in tetrahydrofuran is added to the mixture, and the mixture is stirred at -50° C. to room temperature for 1 hour. An aqueous saturated ammonium chloride solution and water are added to the mixture under ice-cooling and the mixture is concentrated to remove tetrahydrofuran. The residual aqueous layer is extracted with ethyl acetate and the extract is washed with water, dried and evaporated to give colorless crystals, which are then washed with isopropyl ether and dried to give 1.62 g of α-(1-ethoxymethyl-5-pyrazolyl)-2,3-dichloro-4-methoxy-benzylalcohol.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04853404
Quelldatensatzuspto-grants-1989_08
ORD IDord-80735a99aa4444a89e563646f5f0c8f6
Quellennotizuspto-grants-1989_08