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Piperidine → 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2(1H)-pyridinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 3-Chloro-4-(trifluoromethoxy)benzaldehyde | HCID 2778891 | — |
| 反応物 | 2(1H)-Pyridinone, 3-acetyl-4-hydroxy-6-methyl- | HCID 54676154 | — |
| 触媒 | Pyridine | HCID 1049 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2(1H)-pyridinone | HCID 136367344 | 36.7% |
反応手順
A mixture of 0.50 g of 3-acetyl-4-hydroxy-6-methyl-2(1H)-pyridinone, 0.74 g of 3-chloro-4-(trifluoromethoxy)benzaldehyde, 6 mg of pyridine and 0.1 ml of piperidine was heated under refluxing for 4 hours. After cooled to room temperature, 40 ml of water was added to the reaction mixture, precipitated crystals were filtered, and this was washed with tetrahydrofuran, then with ethyl acetate to obtain 0.41 g of 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2(1H)-pyridinone [Compound No. (3a-32)] as a yellow crystal.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524729B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-92d980da2a324de2b436ae444770958c |
| 出典メモ | uspto-grants-2013_09 |