関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 4-Hydroxybenzyl cyanide | HCID 26548 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 反応物 | 2-Hydroxymethyl-2-methylcyclohexanone | HCID 11355532 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 溶媒 | Sodium Hydroxide | HCID 14798 | — |
| 生成物 | HCID 20034926 | HCID 20034926 | 65% |
反応手順
2-Hydroxymethyl-2-methylcyclohexanone [Pearson et al., J. Chem. Soc. Perkin I, 2774, 2778 (1980)] (3.7 g), 4-hydroxybenzyl cyanide (4.49 g) and triphenylphosphine (8.86 g) were dissolved in benzene (100 mL) and cooled in ice under a nitrogen atmosphere. Diethylazodicarboxylate (5.3 mL) was added dropwise and the mixture was allowed to warm to room temperature. The reaction was then refluxed overnight. After cooling to room temperature, the reaction mixture was diluted with 25% aqueous NaOH and extracted with benzene. The extracts were washed with saturated brine solution, dried over MgSO4, filtered and concentrated. The crude residue was chromatographed on SiO2, elution with dichloromethane to give 4.35 g (65% yield) of 2-methyl-2-[[4-(cyanomethyl)phenoxy]methyl]cyclohexanone as an amber oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04845231 |
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| 出典データセット | uspto-grants-1989_07 |
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| ORD ID | ord-b270ecb836b944b4b0260c814845aa6b |
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| 出典メモ | uspto-grants-1989_07 |
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