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2-(Dimethylamino)ethanol → (E)-N-methacryloylbut-2-enamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-(Dimethylamino)ethanol | HCID 7902 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Piperlongumine | HCID 637858 | — |
| 反応物 | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (E)-N-methacryloylbut-2-enamide | HCID 72205393 | 90% |
反応手順
Experimental Procedure: Triphenylphosphine (92.0 mg, 0.35 mmol) and (E)-diisopropyl diazene-1,2-dicarboxylate (DIAD, 71.0 mg, 0.35 mmol) were dissolved to a 1:1 mixture of THF and toluene (4 mL); then mono-demethylated piperlongumine (50.0 mg, 0.18 mmol) was added. After 10 min, 2-(dimethylamino) ethanol (31.0 mg, 0.35 mmol) was added to the mixture. The reaction was stirred at room temperature for 3 h. At the end, the solvent was evaporated under vacuum, and the crude product was subjected to flash chromatography (hexane/ethyl acetate=100/0 to 50:50), to afford the desired product in 90% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09108923B2 |
| 出典データセット | uspto-grants-2015_08 |
| ORD ID | ord-7e6c6133613d44228a544225e06edea2 |
| 出典メモ | uspto-grants-2015_08 |