関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Hydroxybenzyl alcohol | HCID 102 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2-Fluoro-6-methylpyridine | HCID 96090 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 3-[(6-Methyl-2-pyridinyl)oxy]benzenemethanol | HCID 66876114 | 64% |
反応手順
3-Hydroxymethyl-phenol (3.69 g, 29.7 mmol), 2-fluoro-6-methyl-pyridine (3.00 g, 27 mmol,) and cesium carbonate (9.68 g, 29.7 mmol) were suspended in dimethylsulfoxide (25 mL) and heated to 110° C. After stirring for 16 h, the reaction was partitioned between water (250 mL) and ethyl acetate (250 mL). The organic layer was separated and the aqueous was extracted again with ethyl acetate. The combined organic layer was dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (10-50%, EtOAc:heptane) to afford the title compound (3.72 g, 64% yield) as an off-white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08044052B2 |
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| 出典データセット | uspto-grants-2011_10 |
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| ORD ID | ord-9ea66b4dec644cb4a889b38fdfe4acff |
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| 出典メモ | uspto-grants-2011_10 |
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