化工社化工社 化学情報印刷レポート · 研究参考用
Sodium Carbonate → 6-Nitro-5-vinyl-indan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Dibutyl Vinylboronate (stabilized with Phenothiazine) | HCID 236543 | — |
| 反応物 | 5-bromo-6-nitro-2,3-dihydro-1H-inden-1-one | HCID 53485149 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Oxolane--water (1/1) | HCID 21881883 | — |
| 生成物 | 6-Nitro-5-vinyl-indan-1-one | HCID 57618480 | 79% |
反応手順
A solution of 5-bromo-6-nitro-indan-1-one (58 mg, 0.23 mmol), (J. Med. Chem., 2003, 46, 399-408), vinylboronic acid dibutyl ester (74 μL, 0.34 mmol), Pd(PPh3)2Cl2 (7.8 mg, 0.0011 mmol), and Na2CO3 (167 mg, 1.57 mmol) in 4:1 THF/H2O (1.4 mL/360 μL) was heated to 80° C. overnight. The crude reaction was filtered over Celite and extracted with EtOAC. The organic phase was dried (MgSO4), filtered, and concentrated. The crude material was chromatographed (SiO2) to afford 36 mg (79%) of 6-Nitro-5-vinyl-indan-1-one; LC/MS calculated for [M+H]+ C11H9NO2: 204.1, found: 204.1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08153671B2 |
| 出典データセット | uspto-grants-2012_04 |
| ORD ID | ord-1e8c2994e86a498d92cf684018961c13 |
| 出典メモ | uspto-grants-2012_04 |