関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | (5-Iodothiophen-3-yl)methanol | HCID 22559990 | — |
| 触媒 | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-(Hydroxymethyl)thiophene-2-carbonitrile | HCID 10654288 | — |
反応手順
To a solution of (5-iodo-thiophene-3-yl)methanol (42 g, 176 mmol) in 150 mL of DMF is added zinc cyanide (12.4 g, 106 mmol) and tetrakis(triphenylphospine)palladium (0) (8.13 g, 7.04 mmol). The solution is heated to 80° C. After 6 h, the solution is diluted with 3 L of EtOAc. The resulting solution is washed with 1N NH4OH, H2O and sat. NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with gradient of 20% EtOAc/hexanes to 30% EtOAc/hexanes to afford the title compound (10 g, 72 mmol) as a clear oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05731315 |
|---|
| 出典データセット | uspto-grants-1998_03 |
|---|
| ORD ID | ord-e6dea7c2aa4947e5bcc870d26f4d2244 |
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| 出典メモ | uspto-grants-1998_03 |
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