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3-Phenylprop-2-En-1-Ol → 3-Phenylprop-2-Enal
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Phenylprop-2-En-1-Ol | HCID 308 | — |
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 2-Nitrobenzaldehyde | HCID 11101 | — |
| 反応物 | Aluminum isopropoxide | HCID 11143 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 3-Phenylprop-2-Enal | HCID 307 | 98.4% |
反応手順
Cinnamyl alcohol (270 mg, 2.0 mmol) was dissolved in benzene (1 mL), added with aluminum isopropoxide (40 mg, 0.1 eq, 0.20 mmol) and 2-nitrobenzaldehyde (390 mg, 1.3 eq, 2.6 mmol) and stirred at room temperature for 1 hour. The reaction mixture was added with ethyl acetate and made acidic with addition of 2 N hydrochloric acid, and then the organic layer was separated. Subsequently, the organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated in vacuo, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to obtain 260 mg (yield: 97%) of the title compound as yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06703527B2 |
| 出典データセット | uspto-grants-2004_03 |
| ORD ID | ord-e0be993750554c2e8d74cf2b7b4f6647 |
| 出典メモ | uspto-grants-2004_03 |