関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | N,N-Dimethylglycine | HCID 673 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 1-Iodo-3-nitrobenzene | HCID 12574 | — |
| 反応物 | 2-Fluoro-6-methoxyphenol | HCID 2737367 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 1-Fluoro-3-methoxy-2-(3-nitro-phenoxy)-benzene | HCID 57701115 | 78.7% |
反応手順
To a 250 mL pressure resistant vial which contained a mixture of 2-fluoro-6-methoxy-phenol (1000 mg, 7 mmole), 1-iodo-3-nitro-benzene (2500 mg, 10 mmole), Cs2CO3 (1200 mg, 7 mmole) and N,N-dimethylglycine.HCl (200 mg, 1.5 mmole) in dioxane (40 mL) was added CuI (140 mg, 0.7 mmole) at rt. The reaction mixture was bumbled with Ar for 5 min at rt and then the vial was sealed. The reaction mixture was stirred and heated to 98° C. for 5 d. After cooling to rt, the reaction mixture was poured into 250 mL ice-water which was extracted with ethyl acetate (3×50 mL), washed with water (2×50 mL), brine (50 mL) and dried over Na2SO4. After removal of solvent, the residue was purified by silica gel column chromatography with ethyl acetate/hexane as eluent to give 1450 mg (75% yield) of product (10).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08877816B2 |
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| 出典データセット | uspto-grants-2014_11 |
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| ORD ID | ord-7d5582b738464520abf25e5d6d00ca9e |
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| 出典メモ | uspto-grants-2014_11 |
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