関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Phthalimide | HCID 6809 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 6-Hydroxymethylquinoline | HCID 1514385 | — |
| 反応物 | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(Quinolin-6-ylmethyl)isoindoline-1,3-dione | HCID 23079294 | 95% |
反応手順
To a solution of isoindoline-1,3-dione (6.47 g, 44.0 mmol) and triphenylphosphine (11.53 g, 44.0 mmol) in THF (70 mL) at 0° C. was added a solution of quinolin-6-ylmethanol (7 g, 44.0 mmol) in THF (30 mL) and (E)-diisopropyl diazene-1,2-dicarboxylate (8.89 g, 44.0 mmol) dropwise over a period of 30 min. The mixture was heated at 30° C. and kept stirring for 20 h. After cooling and concentration, the resulting residue was purified by Analogix silica gel with gradient hexanes/EtOAc to provide 2-(quinolin-6-ylmethyl)isoindoline-1,3-dione (12.04 g, 95%). LCMS (method A): [MH]+=289, tR=4.89 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08507676B2 |
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| 出典データセット | uspto-grants-2013_08 |
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| ORD ID | ord-4f359d54a6d64c6d929eed43ec45a9f1 |
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| 出典メモ | uspto-grants-2013_08 |
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