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Dimethylformamide → 8-Methoxy-2-methyl-2,3,4,5-tetrahydro-benzo[c]azepin-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 8-Methoxy-2,3,4,5-tetrahydro-benzo[c]azepin-1-one | HCID 11275529 | — |
| 生成物 | 8-Methoxy-2-methyl-2,3,4,5-tetrahydro-benzo[c]azepin-1-one | HCID 67264562 | — |
反応手順
A mixture of 8-Methoxy-2,3,4,5-tetrahydro-benzo[c]azepin-1-one (283 mgs, 1.48 mmol) in DMF (5 mL) was treated with NaH (60% dispersion in mineral oil, 75 mgs, 1.85 mmol) and stirred for 10 min. The mixture was quenched with water and extracted with ether. The organic layers were washed with brine and the organic layer dried (MgSO4), filtered and concentrated to give 8-Methoxy-2-methyl-2,3,4,5-tetrahydro-benzo[c]azepin-1-one (227 mgs). 1H-NMR (CDCl3) δ 7.14 (d, J=2.7 Hz, 1H), 6.96 (d, J=8.1 Hz, 1H), 6.83-6.81 (m, 1H), 3.74 (s, 3H), 3.14 (t, J=6.6 Hz, 2H), 3.10 (s, 3H), 2.64 (t, J=8.1 Hz, 2H), 1.97-1.91 (m, 2H); LC/MS (ESI+): 273 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08552186B2 |
| 出典データセット | uspto-grants-2013_10 |
| ORD ID | ord-e51a1c56b3584e009df86d8bad6ae1cd |
| 出典メモ | uspto-grants-2013_10 |