関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | Benzyl succinimido carbonate | HCID 83172 | — |
| 反応物 | 4-Bromopiperidine Hydrobromide | HCID 2734676 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Benzyl 4-bromotetrahydro-1(2H)-pyridinecarboxylate | HCID 2776275 | 98.4% |
反応手順
To a solution of 4-bromopiperidine hydrobromide (3.0 g, 12.2 mmol) in tetrahydrofuran (30 ml) were added 1-{[(benzyloxy)carbonyl]oxy}-2,5-pyrrolidinedione (3.20 g, 12.9 mmol), N-methylmorpholine (1.62 ml, 14.7 mmol) and 4-N,N-dimethylaminopyridine (30 mg) at room temperature, and stirred at room temperature for 16 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with a 1N-aqueous hydrochloric acid solution, dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent, and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=1/1) to obtain benzyl 4-bromo-1-piperidinecarboxylate (3.58 g, 98%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07199147B2 |
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| 出典データセット | uspto-grants-2007_04 |
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| ORD ID | ord-8ffc2216144248a1b5320f2e36839be0 |
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| 出典メモ | uspto-grants-2007_04 |
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