関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Nitric Acid | HCID 944 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | (E)-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one | HCID 11110117 | — |
| 触媒 | Phosphoric Acid | HCID 1004 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | Diniconazole | HCID 6436605 | 96.2% |
反応手順
Thereafter, 0.35 g of phosphoric acid and then a solution of 16.12 g (0.0497 mole) of (E)-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one (E/Z=97.6/2.4) in 49.37 g of 1,2-dichloroethane were added at 20° to 25° C., and stirring was carried out at the same temperature for 20 hours. The reaction solution was decomposed with addition of 24.17 g of 20% nitric acid and 4.6 g of water, and the organic layer was separated, washed with water and concentrated under reduced pressure to obtain 15.60 g of (-)-(E)-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-ol as a crystal. The conversion was 99.8%, and the composition of the product obtained was: E-form alcohol, 95.6%; saturated alcohol, 0.4%; Z-form alcohol, 3.2%; and others, 0.8%. The enantiomer ratio of the E-form alcohol was: (-)-isomer, 85.8% and (+)-isomer, 14.2%. The optical yield was 71.6%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04760149 |
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| 出典データセット | uspto-grants-1988_07 |
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| ORD ID | ord-e62c267c70e842ec9c5281cf93b85418 |
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| 出典メモ | uspto-grants-1988_07 |
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