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Dimethylhydantoin → 3-Allyl-5,5-dimethylhydantoin
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylhydantoin | HCID 6491 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 3-Buten-1-ol | HCID 69389 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Allyl-5,5-dimethylhydantoin | HCID 597696 | 106.9% |
反応手順
A solution of 3-buten-1-ol (1 g, 13.9 mmol), triphenylphosphine (4.73 g, 18 mmol) and 5,5-dimethylhydantoin (2.1 g, 16.7 mmol) in THF (50 mL) was treated dropwise with diethylazodicarboxylate (3.13 g, 18.0 mmol), stirred at ambient temperature for 1 hour, treated with water and partitioned between ethyl acetate and brine. The organic layer was dried (Na2SO4), filtered, and concentrated to provide crude product which was purified on silica gel with 50% ethyl acetate/hexanes to provide 2.5 g (100%) of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06294573B1 |
| 出典データセット | uspto-grants-2001_09 |
| ORD ID | ord-16810d9117894fc99bebd0a360c69f20 |
| 出典メモ | uspto-grants-2001_09 |