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Stannane, tributyl-1-cyclohexen-1-yl- → 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Stannane, tributyl-1-cyclohexen-1-yl- | HCID 11783615 | — |
| 反応物 | 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole | HCID 19600443 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole | HCID 19600457 | 28% |
反応手順
A solution of 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole (Example 5a, 109.8 mg 0.30 mmol), 1-tributylstannylcyclohex-1-ene (111 mg, 0.30 mmol) and tetrakistriphenyphosphine palladium (80 mg, 0.07 mmol) in toluene (2 mL) was stirred at 100-110° C. overnight. After removal of the solvent in vacuo, flash chromatography on silica gel (2-10% 2M methanolic ammonia in dichloromethane) yielded 5-(cyclohex-1-en-1-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole (31 mg, 28%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05998438 |
| 出典データセット | uspto-grants-1999_12 |
| ORD ID | ord-a44e558b88754715ac12449588523e9c |
| 出典メモ | uspto-grants-1999_12 |