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Dimethylformamide → 1-Naphthylacrylonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 1-Iodonaphthalene | HCID 7004 | — |
| 反応物 | Acrylonitrile | HCID 7855 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 1-Naphthylacrylonitrile | HCID 10352265 | 90% |
反応手順
Table 1, Entry 4. In the reaction tube were mixed 1-iodonaphthalene (0.254 g, 1.0 mmol), acrylonitrile (0.066 g, 1.25 mmol), palladium acetate (0.00225 g, 0.01 mmol), triethylamine (0.50 ml) and 0.50 ml DMF.under nitrogen. The contents of the flask were irradiated for 3.50 min with an effect of 80 W. After cooling, the product mixture was poured into 25 ml water and was extracted three times with 25 ml DCM. The combined extracts were washed with 25 ml water and concentrated to an oil. The crude product was purified by column chromatography on silica gel using i-hexane/diethyl ether (2/1) as the eluent. The yield was 90% (white solid, trans/cis 4/1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06136157 |
| 出典データセット | uspto-grants-2000_10 |
| ORD ID | ord-6c5023654de6452b8cb31da81b2c133f |
| 出典メモ | uspto-grants-2000_10 |