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Npc164516 → 3-[(3-Bromophenyl)methylidene]-8-methyl-8-azabicyclo[3.2.1]octane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Npc164516 | HCID 79038 | — |
| 反応物 | Diethyl 3-Bromobenzylphosphonate | HCID 10979718 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-[(3-Bromophenyl)methylidene]-8-methyl-8-azabicyclo[3.2.1]octane | HCID 57813411 | 85% |
反応手順
To a solution of diethyl [(3-bromophenyl)methyl]phosphonate (3.07 g, 10 mmol) in THF (20 mL) was added 8-methyl-8-azabicyclo[3.2.1]octan-3-one (1.67 g, 12 mmol) then KOBu-t (1.234 g, 11 mmol). The reaction mixture was stirred at room temperature for 5 h before it was quenched with NH4Cl (5 mL, saturated aqueous). The organic layer of the reaction mixture was separated and the aqueous layer was extracted with DCM (5 mL). The combined organic layers were loaded onto a Combiflash Redisep silica gel column (40 g) and purified by Combiflash chromatograph to afford 2.48 g (85%) of the title compound. LC-MS m/z 292 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08067408B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-730db2631bad47f1b4457f1dd7b7ad5e |
| 出典メモ | uspto-grants-2011_11 |