関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Iodine | HCID 807 | — |
| 反応物 | Benzene, 1-(chloromethyl)-2-fluoro- | HCID 9580 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 1-Benzylpiperidine-4-carbaldehyde | HCID 89584 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 1-(1-Benzylpiperidin-4-yl)-2-(2-fluorophenyl)ethanol | HCID 22248173 | 62% |
反応手順
After suspending 1.84 g of magnesium in 20 ml of diethyl ether, a catalytic amount of iodine was added, a portion of a diethyl ether solution (70 ml) containing 9.97 g of 2-fluorobenzyl chloride was added dropwise while stirring, and the mixture was heated to initiate the reaction. The remaining solution was then added dropwise at a rate to maintain reflux. After 10 minutes, the mixture was cooled on ice, a diethyl ether solution (70 ml) containing 15.4 g of 1-benzyl-4-piperidinecarboxaldehyde [CAS No. 22065-85-6] was added dropwise, and stirring was continued for 20 minutes. Saturated aqueous ammonium chloride solution was added to the reaction solution and extraction was performed with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by NH silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (13.4 g, 62% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07265108B2 |
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| 出典データセット | uspto-grants-2007_09 |
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| ORD ID | ord-2f1eb9591f3944218bac0bfbdd3eb106 |
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| 出典メモ | uspto-grants-2007_09 |
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