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m-Chloroperbenzoic acid → 6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | m-Chloroperbenzoic acid | HCID 70297 | — |
| 反応物 | 3-Ethenyl-6-fluoro-2-methylbenzonitrile | HCID 66643866 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile | HCID 86647307 | — |
反応手順
To a cooled (0° C.) solution of 3-ethenyl-6-fluoro-2-methylbenzonitrile (6.05 g, 37.6 mmol) in 200 mL of DCM was added m-CPBA (15.30 g, 85% purity, 75.16 mmol). Then the mixture was stirred at r.t. for 12 hrs and diluted with DCM (300 mL), washed with saturated Na2SO3 (4×300 mL) and brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by column chromatography to obtain 6-fluoro-2-methyl-3-oxiran-2-ylbenzonitrile. 1H-NMR (400 MHz, CDCl3) δ ppm 7.41˜7.44 (m, 1H), 7.02 (t, J=8.6 Hz, 1H), 3.95 (t, J=3.1 Hz, 1H), 3.16˜3.19 (m, 1H), 2.60˜2.62 (m, 4H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09018211B2 |
| 出典データセット | uspto-grants-2015_04 |
| ORD ID | ord-40e46be69fc34e558152754f0bae7236 |
| 出典メモ | uspto-grants-2015_04 |