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Hydroquinone → 4-Methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydroquinone | HCID 785 | — |
| 反応物 | Maleic Anhydride | HCID 7923 | — |
| 反応物 | 1,3-Pentadiene | HCID 62204 | — |
| 反応物 | 1,3-Pentadiene, (3Z)- | HCID 643785 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-Methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione | HCID 12726603 | 99% |
反応手順
Maleic anhydride (68.6 parts) and 70 parts of toluene were fed into an autoclave, and melted at 55° C. Then, 0.162 part of hydroquinone was added. Subsequently, 30.9 parts (corresponding to 1.1 moles of trans-1,3-pentadiene per mole of maleic anhydride) of crude trans-1,3-pentadiene composed of 40% of trans-1,3-pentadiene, 20% of cis-1,3-pentadiene and 40% of pentanes was continuously added over 6 hours at 50° C. The temperature was then elevated to 60° C. and the reaction was carried out for 3 hours. After the reaction, the volatile components were removed by distillation at 90° C. under atmospheric pressure. As the Diels-Alder reaction product, 3-methyltetrahydrophthalic anhydride (melting point 61° C.) was obtained in a yield of 99%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04919925 |
| 出典データセット | uspto-grants-1990_04 |
| ORD ID | ord-4e099701de104f4db08dac3056907240 |
| 出典メモ | uspto-grants-1990_04 |