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HRID 564749作成日:2026年10月24日

Ethyl cyanoacetate → 1-methyl-3-oxo-3H-benzo[f]chromene-2-carbonitrile

https://huagongshe.com/ja/reaction/564749

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl cyanoacetateHCID 7764—
反応物1-(2-Hydroxy-1-naphthyl)ethan-1-oneHCID 68455—
溶媒Sodium ethoxideHCID 2723922—
生成物1-methyl-3-oxo-3H-benzo[f]chromene-2-carbonitrileHCID 90090738%

反応手順

To a mixture of sodium ethoxide (100 ml; prepared from 1.38 g sodium and 100 ml ethanol) and 2-hydroxy-1-acetonaphthone (11.29 g, 0.06 mol) was added ethyl cyanoacetate (11.1 ml, 0.1 mol). The resulting mixture was stirred at reflux temperature for 2 h. The reaction mixture was cooled in a ice bath and the precipitate was filtered off and washed with water (20 ml) and cold ethanol (3×20 ml), dried in vacuo at 50° C. for 18 h which afforded (9 g) of crude product. The crude product (9 g) was recrystallised from a mixture of acetone (1 l) and water (25 ml) affording 5.33 g (38%) of 1-methyl-3-oxo-3H-benzo[f]chromene-2-carbonitrile as a solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06169087A
出典データセットuspto-grants-2001_01
ORD IDord-49b00149dc664e07b2a4675b5e691bb0
出典メモuspto-grants-2001_01