関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ethyl 3-ethoxy-3-iminopropionate hydrochloride | HCID 75345 | — |
| 反応物 | 4-Bromo-3-methoxyaniline | HCID 7018254 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | HCID 178471908 | HCID 178471908 | — |
反応手順
A mixture of ethyl 3-ethoxy-3-iminopropanoate hydrochloride (54.2 g, 277 mmol) and 4-bromo-3-methoxyaniline (56.0 g, 277 mmol) in EtOH (500 mL) was stirred under nitrogen, at 22° C., for 20 hours. The mixture was filtered and concentrated, then stirred in ether (100 mL), filtered and concentrated. The residue was chromatographed on silica gel 60 (gradient elution, 0-50% EtOAc in hexane) to give the title product. 1H NMR (400 MHz, CDCl3) δ 7.40 (d, J=8.4 Hz, 1H); 6.43 (d, J=2.0 Hz, 1H); 6.30 (dd, J=8.4 & 2.4 Hz, 1H); 4.28 (q, J=7.1 Hz, 2H); 4.15 (q, J=7.1 Hz, 2H); 3.85 (s, 2H); 3.21 (s, 2H); 1.34 (t, J=7.2 Hz, 3H); 1.26 (t, J=7.0 Hz, 3H) ppm. LRMS (ESI) m/z 344.0 [(M+H)+; calcd for C14H19BrNO4: 344.0].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08309540B2 |
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| 出典データセット | uspto-grants-2012_11 |
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| ORD ID | ord-16eeb4f42cc74faf877fe533a051248a |
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| 出典メモ | uspto-grants-2012_11 |
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