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Sulfuric Acid → 6-Bromo-3,4-dihydro-4-phenyl-2H-1-benzopyran-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | 4-Bromophenol | HCID 7808 | — |
| 反応物 | 2-Propenoic acid, 3-phenyl- | HCID 8784 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 6-Bromo-3,4-dihydro-4-phenyl-2H-1-benzopyran-2-one | HCID 2924973 | 55.7% |
反応手順
A solution of p-bromophenol (138 g, 0.8 mole), cinnamic acid (148 g, 1.0 mole), acetic acid (200 g) and conc. sulfuric acid was refluxed for 2 h. Volatile material was distilled at reduced pressure. The residual syrup was cooled and triturated with cold water, giving a semi-crystalline mass. This was washed extensively with water, saturated sodium carbonate and finally with water again. The material was filtered through a sintered glass funnel, and then mixed with an equal weight of ethanol. The slurry was stirred at room temperature for 1 h and then filtered. The resulting product was washed briefly with ethanol and then diisopropyl ether. After drying, 135 g (55.7%) of the title compound was isolated as white crystals, melting at 117° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05559269 |
| 出典データセット | uspto-grants-1996_09 |
| ORD ID | ord-483456240b074d1cb1f8e70ccd9e4fe9 |
| 出典メモ | uspto-grants-1996_09 |