関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 1,2-Dibromoethane | HCID 7839 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 5-Bromo-3,4-dihydroxybenzaldehyde | HCID 85405 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 8-Bromo-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde | HCID 16637176 | 99% |
反応手順
To a solution of 3-bromo-4,5-dihydroxy-benzaldehyde (20.78 g, 95 mmol) in 480 ml DMF was added K2CO3 (52.95 g, 383 mmol) followed by 1,2-dibromoethane (8.7 ml, 101 mmol). The mixture was warmed to 100° C. After 18 additional 1,2 dibromoethane (1.0 mL) was added. After 2 h the mixture was poured into water and extracted with ethyl acetate. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude solid was purified via flash chromatography (9:1 hexane/ethyl acetate) to give 8-bromo-2,3-dihydro-benzo[1,4]dioxine-6-carboxaldehyde (15.82 g, 99%) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08846705B2 |
|---|
| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-19b0d65c995544e188c66ebb9ed3d327 |
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| 出典メモ | uspto-grants-2014_09 |
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