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o-Vanillin → 3-(2,6-Dimethoxy-phenyl)-2-[(E)-2-(2-hydroxy-3-methoxy-phenyl)-vinyl]-3H-quinazolin-4-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | o-Vanillin | HCID 8991 | — |
| 反応物 | 3-(2,6-Dimethoxyphenyl)-2-methyl-4(3H)-quinazolinone | HCID 626529 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 3-(2,6-Dimethoxy-phenyl)-2-[(E)-2-(2-hydroxy-3-methoxy-phenyl)-vinyl]-3H-quinazolin-4-one | HCID 136055538 | 40% |
反応手順
A mixture of 80 (170 mg, 0.57 mmol) and 2-hydroxy-3-methoxybenzaldehyde (9, 87 mg, 0.57 mmol) in AcOH (˜5 mL) was refluxed under N2 for 4 days and the reaction was monitored by MS and TLC. Additional 2-hydroxy-3-methoxybenzaldehyde (87 mg, 0.57 mmol) was added and the reaction mixture was refluxed for another 2 days. The solution was concentrated in vacuo and the crude product was purified by flash chromatography on silica gel eluting with EtOAc/hexanes to give the pure 81 as a yellow solid (98 mg, 40%). MS (APCI): m/z 431 (100%, [M+H]+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07893260B2 |
| 出典データセット | uspto-grants-2011_02 |
| ORD ID | ord-a09e88bd666f4f84ace539f377a21f6b |
| 出典メモ | uspto-grants-2011_02 |