化工社化工社 化学情報印刷レポート · 研究参考用
Sodium Cyanide → Methyl 5-cyano-1-naphthoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Cyanide | HCID 8929 | — |
| 反応物 | Methyl 5-bromo-1-naphthoate | HCID 4557673 | — |
| 反応物 | HCID 178418546 | HCID 178418546 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 5-cyano-1-naphthoate | HCID 826304 | 95% |
反応手順
A mixture of methyl 5-bromo-1-naphthylcarboxylate (5.2 g, 19 mmol) and CuCN (3.4 g, 38 mmol) in 100 mL anhydrous DMF was refluxed overnight. After cooling the reaction to 70° C., a solution of NaCN (2 g) in 50 mL water was added to destroy the copper complex. Ethyl acetate was added and the two layers were separated. The organic layer was washed with brine, dried over MgSO4, and concentrated. Silica gel column chromatography using hexane/ethyl acetate (5/1) gave the product (3.8 g, 95%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06613942B1 |
| 出典データセット | uspto-grants-2003_09 |
| ORD ID | ord-a4dd66e2a6f84475920f8b12515c57d9 |
| 出典メモ | uspto-grants-2003_09 |