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HRID 224425作成日:2026年10月25日

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

https://huagongshe.com/reaction/224425

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Thionyl ChlorideHCID 24386—
反応物2-Aminomethyl-1-ethylpyrrolidineHCID 117295—
反応物3-Bromo-5-chloro-2,6-dimethoxybenzoic acidHCID 2800463—
溶媒Diethyl EtherHCID 3283—
溶媒Methyl Ethyl KetoneHCID 6569—
生成物Benzamide, 3-bromo-5-chloro-2,6-dimethoxy-N-(1-ethyl-2-pyrrolidinylmethyl)-HCID 54942—

反応手順

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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04232037
出典データセットuspto-grants-1980_11
ORD IDord-1fe9d75322c342f4be60438897c1fb7b
出典メモuspto-grants-1980_11