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p-Aminophenylacetic acid ethyl ester → ethyl[4-(4,9-diethoxy-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Aminophenylacetic acid ethyl ester | HCID 225219 | — |
| 反応物 | 2,3-Bis(bromomethyl)-1,4-diethoxy-naphthalene | HCID 21079334 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | ethyl[4-(4,9-diethoxy-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate | HCID 131726211 | 36% |
反応手順
A solution of 2,3-bis(bromomethyl)-1,4-diethoxy-naphthalene (41 mg, 0.1 mmol) and 4-aminophenylacetic acid ethyl ester (20 mg, 0.11 mmol) in N,N-dimethylformamide (1 ml) was heated at 60° C. under nitrogen for 14 h. The solvent was removed in vacuo and the residue taken up in ethyl acetate (10 ml) and washed with 8% aqueous sodium bicarbonate solution (5 ml). The organic layer was dried over magnesium sulphate and the solvent removed in vacuo. Purification by flash column chromatography on silica gel eluting with 90% cyclohexane/ethyl acetate gave the product as a white solid (15 mg, 36%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732622B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-053c8e8e62434c409462a28dcbd344c3 |
| 出典メモ | uspto-grants-2010_06 |