関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Methanesulfonic Acid | HCID 6395 | — |
| 反応物 | 4-Phenyl-3-Buten-2-one | HCID 15909 | — |
| 反応物 | 4-Oxazolin-2-one, 4-phenyl- | HCID 118669 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 5-(3-Oxo-1-phenylbutyl)-4-phenyl-2-oxo-4-oxazoline | HCID 15541756 | 86.3% |
反応手順
4-Phenyl-2-oxo-4-oxazoline (1.61 g) and benzalacetone (1.46 g) were dissolved in acetonitrile (20 mL), and methanesulfonic acid (0.96 mL) was added. The obtained mixture was stirred at room temperature for 1 h and water (100 mL) and ethyl acetate (100 mL) were added to the reaction mixture. The organic layer was separated, washed twice with water (50 mL), and concentrated under reduced pressure to give an oily substance. The obtained oily substance was subjected to silica gel column chromatography and eluted with n-hexane-ethyl acetate (1:1). The solvent was evaporated and isopropyl ether (50 mL) was added to the obtained oily substance to allow crystallization and the mixture was stirred at room temperature for 1 h. The crystals were collected by filtration and washed with isopropyl ether (20 mL) to give the title compound (2.65 g; yield 86.3%) as white crystals.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06699995B1 |
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| 出典データセット | uspto-grants-2004_03 |
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| ORD ID | ord-5040fe76ccd14a1ba39324277a555368 |
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| 出典メモ | uspto-grants-2004_03 |
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