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Furan → 1-Oxo-1-furyl-7-methoxycarbonyl-4-heptyne
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Furan | HCID 8029 | — |
| 反応物 | Acetic acid, 2,2-dichloro-, 1,1'-anhydride | HCID 77772 | — |
| 反応物 | 6-Methoxycarbonyl-1-carboxy-3-hexyne | HCID 10976151 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1-Oxo-1-furyl-7-methoxycarbonyl-4-heptyne | HCID 11020812 | 65% |
反応手順
A mixture of 6-methoxycarbonyl-1-carboxy-3-hexyne [VI-1] (18.4 g, 0.1 mole), furan (13.6 g, 0.2 mole), dichloroacetic anhydride (28.8 g, 0.12 mole), boron trifluoride ether complex (3.2 g) and toluene (100 ml) is reacted at 20°-30° C. for 10 hours. After completion of the reaction, the reaction mixture is cooled, and washed successively with water, 5% aqueous sodium carbonate solution and water, and the organic layer is dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography to give 1-oxo-1-furyl-7-methoxycarbonyl-4-heptyne [VII-1] (15.2 g, yield; 65%), b.p. 120°-125° C./0.3 mmHg.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05191109 |
| 出典データセット | uspto-grants-1993_03 |
| ORD ID | ord-8629c017070743739acd5e75fd93c1ef |
| 出典メモ | uspto-grants-1993_03 |