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HRID 649028作成日:2026年10月25日

Sodium Hydroxide → 4-formyl-[(2-propynyl)]-1H-pyrrole-2-carbonitrile

https://huagongshe.com/reaction/649028

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium HydroxideHCID 14798—
反応物Bis(dichloromethyl) etherHCID 558102—
反応物Aluminum(III) ChlorideHCID 6451240—
反応物HCID 21278475HCID 21278475—
溶媒WaterHCID 962—
溶媒DichloromethaneHCID 6344—
溶媒NitromethaneHCID 6375—
生成物4-formyl-[(2-propynyl)]-1H-pyrrole-2-carbonitrileHCID 13605013117%

反応条件

温度-78 °C

反応手順

A mixture of 2.36 g of aluminium chloride in 6 ml of anhydrous methylene chloride was cooled to -78° C. and 1.3 g of the product of Step A in solution in 8 ml of methylene chloride and 0.5 ml of nitromethane were added. 1.49 g of dichloromethyl ether in solution in 15 ml of methylene chloride were added at -55° C. and the reaction mixture was kept for 1 hour at -60° C., then allowed to return to 20° C., at which temperature it was held for 18 hours. It was poured into water, stirred, and neutralized to pH 7 by addition of 33 ml of 2N sodium hydroxide. Extraction was with methylene chloride and the extracts were washed with a 1M potassium bicarbonate solution, dried and concentrated to dryness to obtain 1.5 g of 4-formyl-[(2-propynyl)]-1H-pyrrole-2-carbonitrile which was washed with dupentane and dried to obtain 1.1 g of the said product melting at 97° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04737513
出典データセットuspto-grants-1988_04
ORD IDord-7fb0004cb91b482aa238ed594670f3e0
出典メモuspto-grants-1988_04