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Toluene → (2-Hydroxymethyl-2-adamantyl)-methyl methacrylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Methacrylic Acid | HCID 4093 | — |
| 反応物 | 2,2-Adamantane dimethanol | HCID 57874008 | — |
| 触媒 | 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) | HCID 8398 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | (2-Hydroxymethyl-2-adamantyl)-methyl methacrylate | HCID 57874004 | 33.4% |
反応手順
A mixture of 100 g of 2,2-adamantane dimethanol, 48.2 g of methacrylic acid, 20 g of toluene, 25 g of acidic ion-exchange resin Amberlist-15, and 0.1 g of 2,2′-methylenebis(6-t-butyl-p-cresol) was heated at 120° C. for 6 hours while the water being formed was azeotroped off. After the reaction mixture resumed room temperature, it was filtered through Celite. The filtrate was concentrated in vacuum. 300 g of hexane was added to the concentrate for recrystallization. The crystals were recovered and dried in vacuum, obtaining 45.0 g (yield 33%) of the target compound. The spectral data of this compound were identical with those of the product in Synthesis Example 1-2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08053165B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-9994c5174ff247b68a5989b22d92ca4d |
| 出典メモ | uspto-grants-2011_11 |