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Peracetic Acid → 4-Acetoxy-2-azetidinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Peracetic Acid | HCID 6585 | — |
| 反応物 | Sodium Acetate | HCID 517045 | — |
| 反応物 | 4-Oxoazetidine-2-carboxylic acid | HCID 3488064 | — |
| 触媒 | Benzene ruthenium diiodide | HCID 86746744 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-Acetoxy-2-azetidinone | HCID 119981 | 35% |
反応手順
1.15 g (10 mmol) of 4-carboxyazetidine-2-one (MW 115) was added with 0.905 g (11 mmol) of anhydrous sodium acetate, 3.2 g of acetic acid, 2.8 g of ethyl acetate and 0.433 g (1 mmol) of benzene ruthenium diiodide, cooled to 10°-15° C., then added dropwise 8.25 g of acetic acid solution containing 22% peracetic acid over one hour while stirring. A further 15 hour stirring was carried out at the same temperature, the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (hexane/ethyl acetate=1/1 by volume) to obtain 0.45 g of 4-acetoxyazetidine-2-one (yield: 35%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05204460 |
| 出典データセット | uspto-grants-1993_04 |
| ORD ID | ord-e17518837c43418ea90283faf1615b8a |
| 出典メモ | uspto-grants-1993_04 |