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Ethyl cyanoacetate → 1-methyl-3-oxo-3H-benzo[f]chromene-2-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl cyanoacetate | HCID 7764 | — |
| 反応物 | 1-(2-Hydroxy-1-naphthyl)ethan-1-one | HCID 68455 | — |
| 溶媒 | Sodium ethoxide | HCID 2723922 | — |
| 生成物 | 1-methyl-3-oxo-3H-benzo[f]chromene-2-carbonitrile | HCID 900907 | 38% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06169087A |
| 出典データセット | uspto-grants-2001_01 |
| ORD ID | ord-49b00149dc664e07b2a4675b5e691bb0 |
| 出典メモ | uspto-grants-2001_01 |