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Benzaldehyde → 2,5-Bis-[4-(tetrahydro-pyran-2-yloxy)-benzylidene]-cyclopentanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzaldehyde | HCID 240 | — |
| 反応物 | Cyclopentanone | HCID 8452 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 4-(2-Tetrahydro-2H-pyranoxy)benzaldehyde | HCID 11252736 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2,5-Bis-[4-(tetrahydro-pyran-2-yloxy)-benzylidene]-cyclopentanone | HCID 69497995 | 74% |
反応手順
Cyclopentanone (8.8 ml, 0.099 mol) was dissolved in ethanol (12 ml) and added to NaOH dissolved in water (25 ml) and ethanol (7 ml), and was left to stir for 25 min. This was then added to the THP protected benzaldehyde from 1CW01 (46.12 g, 0.22 mol), and the mixture was left to stir at room temperature for approximately 16 hours. A solid precipitate was isolated by vacuum filtration, washed with water (2×50 ml) and then ethanol (4×40 ml). This solid was recrystallised from ethanol to give a yellow solid (33.74 g, 74%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06939479B2 |
| 出典データセット | uspto-grants-2005_09 |
| ORD ID | ord-0dc7a94483894b17b716ed6beacbeb41 |
| 出典メモ | uspto-grants-2005_09 |