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Carbon tetrabromide → 4-(Bromomethyl)thiophene-2-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Carbon tetrabromide | HCID 11205 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 4-(Hydroxymethyl)thiophene-2-carbonitrile | HCID 10654288 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(Bromomethyl)thiophene-2-carbonitrile | HCID 10750607 | 95.8% |
反応手順
To a solution of 4-hydroxymethyl-thiophene-2-carbonitrile (10 g, 72 mmol), in 360 mL of THF is added triphenyl phosphine (18.3 g, 76 mmol) and carbon tetrabromide (25 g, 76 mmol). After 3 h, the solution is filtered and concentrated. The crude product is purified by column chromatography eluting with gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes to afford the title compound (14 g, 69 mmol) as a white solid.
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-3997d852565a4edcadde399de94e54e4 |
| 出典メモ | uspto-grants-1998_03 |