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Phthalimide → 2-(2,3-Dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione
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 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | (2,3-Dihydro-1-benzofuran-2-yl)methanol | HCID 2795428 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(2,3-Dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione | HCID 69069449 | 116.5% |
反応手順
To a mixture of (2,3-dihydro-benzofuran-2-yl)-methanol (1.65 g, 11 mmol), phthalimide (3.24 g, 22 mmol), and triphenylphosphine (5.77 g, 22 mmol) in THF (40 mL) is added diethyl azodicarboxylate (3.46 mL, 22 mmol) at −10° C., and the mixture is allowed to warm to room temperature. After 20 h at rt, the mixture is concentrated in vacuo, and the residue is chromatographed on SiO2 (40% EtOAc in heptane) to afford 2-(2,3-dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione (3.58 g). LCMS: RT=2.64 minutes; MS: 280 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08193183B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-2e0da6441e384680864f8779dcdc4dcc |
| 出典メモ | uspto-grants-2012_06 |