関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2-Decanol | HCID 14254 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 4-Chloro-5-methoxy-6-ethoxypyrimidine | HCID 54343697 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-(2-Decyloxy)-5-methoxy-6-ethoxypyrimidine | HCID 21804866 | 28.4% |
反応手順
2.7 g (17.0 mmol) of 2-decanol were added dropwise at 50° C. to a suspension of 650 mg (21.6 mmol) of sodium hydride (80% suspension in oil) in 60 ml of dry dimethylformamide, and the mixture was stirred until the evolution of hydrogen had ceased. The mixture was cooled to room temperature and 3.0 g (15.9 mmol) of 4-chloro-5-methoxy-6-ethoxypyrimidine (preparation analogously to Example C) were added in portions. After 30 minutes, the reaction temperature was increased to 50° C., and stirring was continued for 12 hours. The reaction mixture was poured into saturated ammonium chloride solution and subsequently extracted with diethyl ether. The combined organic phase was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed on silica gel using n-heptane/ethyl acetate (4:1). 1.4 g (28% of theory) of 4-(2-decyloxy)-5-methoxy-6-ethoxypyrimidine were obtained in the form of a yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05859020 |
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| 出典データセット | uspto-grants-1999_01 |
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| ORD ID | ord-16683827a01c4b7589f6a98a15e89254 |
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| 出典メモ | uspto-grants-1999_01 |
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