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7-Bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde → 5-Formyl-2,3-dihydro-1-benzofuran-7-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 7-Bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde | HCID 18526182 | — |
| 反応物 | HCID 178418546 | HCID 178418546 | — |
| 溶媒 | Dimethylacetamide | HCID 31374 | — |
| 生成物 | 5-Formyl-2,3-dihydro-1-benzofuran-7-carbonitrile | HCID 57486902 | 61.4% |
反応手順
To a solution of 7-bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde (1.3 g, 4.7 mmol) in dimethylacetamide (2 mL) was added copper(I) cyanide (0.41 g g, 4.7 mmol). The reaction was refluxed for 18 hours, and then concentrated under reduced pressure. The residue was washed well with warm ethyl acetate. The combined ethyl acetate layer were concentrated and dried. The crude product was purified by flash column chromatography (silica gel, 4:1 and 2:1 hexane:ethyl acetate gradient) to afford the desired product (0.5 g, 50%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732461B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-e42717a54edc4e1c97f54229ecf0c95c |
| 出典メモ | uspto-grants-2010_06 |