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Benzaldehyde → 2-Nitro-1-phenyl-1-propanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzaldehyde | HCID 240 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | Nitroethane | HCID 6587 | — |
| 触媒 | Potassium tert-butoxide | HCID 23665647 | — |
| 溶媒 | tert-Butanol | HCID 6386 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-Nitro-1-phenyl-1-propanol | HCID 226118 | 93.7% |
反応手順
To a solution of benzaldehyde (20.0 g) and nitroethane (28.4 g) in tetrahydrofuran (50 mL) and tert-butanol (50 mL) was added potassium tert-butoxide (1.27 g) under ice-cooling, and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=10:1) to give the title compound as a blue oil (yield 32.0 g, 93%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08686010B2 |
| 出典データセット | uspto-grants-2014_04 |
| ORD ID | ord-783b2d95b9454079a030f2ed08c28513 |
| 出典メモ | uspto-grants-2014_04 |