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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1011863Erstellt: 27. Oktober 2026

Triethylamine → 1-(3-Bromo-phenyl)-3,5-diethyl-1H-pyrazole-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/1011863

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt3-Bromophenylhydrazine hydrochlorideHCID 33757—
Edukt3-Methoxy-2-propionyl-pent-2-enoic acid methyl esterHCID 86626586—
LösungsmittelMethanolHCID 887—
Produkt1-(3-Bromo-phenyl)-3,5-diethyl-1H-pyrazole-4-carboxylic acid methyl esterHCID 67313992—

Reaktionsbedingungen

Temperatur-20 °C

Reaktionsschritte

A solution of 7.10 g (35.5 mmol) of (E and/or Z)-3-methoxy-2-propionyl-pent-2-enoic acid methyl ester in 10 ml of MeOH was added to a solution of 8.09 g (35.5 mmol) of 3-bromophenylhydrazine hydrochloride in 150 ml of MeOH and the mixture was cooled to −20° C. To this mixture was added a solution of 3.79 g=5.22 ml (37.2 mmol) of Et3N in 40 ml of MeOH drop by drop and the reaction was then warmed up to RT. After 20 hours, it was poured into crashed ice and extracted twice with Et2O; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated to give 7.62 g of the title compound as light red oil. MS: 337.1 (MH+, 1 Br).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07977358B2
Quelldatensatzuspto-grants-2011_07
ORD IDord-2ef6c5d1a79e480ea21fcd46cbeef319
Quellennotizuspto-grants-2011_07