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HRID 413897作成日:2026年10月24日

p-Toluenesulfonic acid → 1-(3-Dimethylaminophenyl)-5-methyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

https://huagongshe.com/ja/reaction/413897

反応式

関与物質

役割名称HCID仕込み量
反応物p-Toluenesulfonic acidHCID 6101—
反応物TriethylamineHCID 8471—
反応物1,3-Benzenediamine, N1,N1-dimethyl-, hydrochloride (1:2)HCID 77124—
反応物Ethyl 2-benzoyl-4-oxopentanoateHCID 14689358—
溶媒EthanolHCID 702—
溶媒DichloromethaneHCID 6344—
生成物1-(3-Dimethylaminophenyl)-5-methyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 10154786—

反応手順

N,N-Dimethyl-1,3-phenylenediamine dihydrochloride (5 mmol, 1.0 g), 2-benzoyl-4-oxo-pentanoic acid ethyl ester (5 mmol, 1.2 g), triethylamine (10 mmol, 1.0 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting oil was resuspended in methylene chloride, then washed with water, 5% sodium bicarbonate, and brine. The organic layer was dried over NaSO4, then the solids were separated and the solvents removed under vacuum. The crude material was purified over silica gel and yielded the named product (m.p. 111.7° C.-114° C.).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06569890B2
出典データセットuspto-grants-2003_05
ORD IDord-ea1930b113f54eb1b9d7b37a2fc12730
出典メモuspto-grants-2003_05