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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 224425Erstellt: 24. Oktober 2026

Toluene → Benzamide, 3-bromo-5-chloro-2,6-dimethoxy-N-(1-ethyl-2-pyrrolidinylmethyl)-

https://huagongshe.com/de/reaction/224425

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktThionyl ChlorideHCID 24386—
Edukt2-Aminomethyl-1-ethylpyrrolidineHCID 117295—
Edukt3-Bromo-5-chloro-2,6-dimethoxybenzoic acidHCID 2800463—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelMethyl Ethyl KetoneHCID 6569—
ProduktBenzamide, 3-bromo-5-chloro-2,6-dimethoxy-N-(1-ethyl-2-pyrrolidinylmethyl)-HCID 54942—

Reaktionsschritte

20 ml of thionyl chloride is added to 11.82 g (0.04 mol) of 3-bromo-5-chloro-2,6-dimethoxybenzoic acid. The mixture is heated on a steam bath for 1 hour. To the solution is added 50 ml of toluene. The solvent and excess thionyl chloride is evaporated at reduced pressure. The residue is dissolved in 50 ml of dry methyl ethyl ketone. The solution is added dropwise while stirring to 5.13 g (0.04 mol) 2-(aminomethyl)-1-ethylpyrrolidine in 50 ml methyl ethyl ketone. After stirring for 30 minutes at room temperature 300 ml of ether is added. The obtained semisolid product is separated and dissolved in 300 ml of water. Sodium hydroxide solution is added while stirring and cooling in ice. The precipitate is collected and washed with water. Yield: 12.0 g, m.p. 124°-25° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04232037
Quelldatensatzuspto-grants-1980_11
ORD IDord-1fe9d75322c342f4be60438897c1fb7b
Quellennotizuspto-grants-1980_11