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Sodium Carbonate → 3-Bromo-2-phenylthiophene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 2,3-Dibromothiophene | HCID 76590 | — |
| 反応物 | Phenyl dihydrogen orthoborate | HCID 78412 | — |
| 触媒 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-Bromo-2-phenylthiophene | HCID 11481827 | 47% |
反応手順
Tetrakis (triphenylphosphine) palladium (400 mg), Na2CO3 (4M, 80 ml, 320 mmol) and phenylboric acid (3.81 g, 30.3 mmol) as a solution in ethanol (80 ml) were sequentially added to a solution of 2,3-dibromothiophene (7.33 g, 30.3 mmol) in benzene (100 ml). The mixture was heated at reflux for 12 hours. The aqueous layer of the crude mixture was removed and the organic layer was diluted with Et2O (200 ml), washed with 1N NaOH (2×150 ml) and was dried (MgSO2), filtered and the solvent was evaporated. The residue was chromatographed using hexane as the eluent to give 3-bromo-2-phenylthiophene as a clear oil (3.31 g, 47% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05594021 |
| 出典データセット | uspto-grants-1997_01 |
| ORD ID | ord-46457e50f43b41188f183cbcfbc93019 |
| 出典メモ | uspto-grants-1997_01 |