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Bromine → 5-Bromo-2,3-dihydro-1-benzothiophene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bromine | HCID 24408 | — |
| 反応物 | 2,3-Dihydrobenzo(b)thiophene | HCID 78319 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 触媒 | Iron | HCID 23925 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 5-Bromo-2,3-dihydro-1-benzothiophene | HCID 12341513 | 63% |
反応手順
Iron powder (10.4 mg, 1.47 mmol) was added to a solution of 2,3-dihydrobenzo[b]thiophene 112 (400 mg, 2.94 mmol) in dichloromethane (5.9 mL). Bromine (0.15 mL, 2.94 mmol) was added dropwise to the mixture with stirring under ice-cooling. This mixture was stirred at the same temperature for 30 minutes. Saturated aqueous sodium hydrogen carbonate solution was added to the mixture and this was extracted with dichloromethane. The organic layer was washed with water, dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to provide the desired product 113 (396 mg, 63%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09034921B2 |
| 出典データセット | uspto-grants-2015_05 |
| ORD ID | ord-de53561b2d9d4ec9b30364aa21aeac86 |
| 出典メモ | uspto-grants-2015_05 |