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Hydrogen Bromide → 3-Bromo-4-chlorothiophene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrogen Bromide | HCID 260 | — |
| 反応物 | 2,3-Dibromothiophene | HCID 76590 | — |
| 反応物 | 3-Chloro-2,4,5-tribromothiophene | HCID 14835173 | — |
| 反応物 | Lead(2+);diacetate;dihydrate | HCID 86745588 | — |
| 触媒 | Tetrabutylammonium Tetrafluoroborate | HCID 67932 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 3-Chlorothiophene | HCID 87017 | 9.1% |
| 生成物 | 3-Bromo-4-chlorothiophene | HCID 12356512 | 73.8% |
反応手順
A catholyte of 650 ml of methanol, 0.5 g of lead acetate dihydrate, 0.5 g of tetrabutylammonium tetrafluoroborate, 20 ml of hydrogen bromide solution (48% in water) and 20 g of 3-chloro-2,4,5-tribromothiophene were electrolysed in electrolysis cell 1 at a current density of 100 mA/cm2 at the beginning and 25 mA/cm2 at the end of the batch, a voltage of 7.2 to 3.4 V and a temperature of 28° to 35° C. The current consumption was 8.8 Ah. After addition of 100 ml of water to the catholyte, extraction with CF2Cl--CFCl2 and removal of the solvent by distillation, 8.24 g of 4-bromo-3-chlorothiophene (yield: 73.8%), 0.665 g of 3-chlorothiophene (yield: 9.1%) and 0.4 g of dibromothiophene of unknown structure (yield: 2.9%) were obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05100520 |
| 出典データセット | uspto-grants-1992_03 |
| ORD ID | ord-cc34696dc5034aeabcf169cfefdef023 |
| 出典メモ | uspto-grants-1992_03 |