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Dimethyl Sulfate → 1-Bromo-3-[3-(2-methoxy-ethyl)-cyclobutyl]-benzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethyl Sulfate | HCID 6497 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 2-[3-(3-Bromo-phenyl)-cyclobutyl]-ethanol | HCID 59305299 | — |
| 触媒 | Tetrabutylammonium Iodide | HCID 67553 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 1-Bromo-3-[3-(2-methoxy-ethyl)-cyclobutyl]-benzene | HCID 59305315 | 74% |
反応手順
2-[3-(3-Bromo-phenyl)-cyclobutyl]-ethanol (0.500 gm, 1.96 mmol) was dissolved in diethylether (7 mL) and combined with tetrabutylammonium iodide (75 mg, 0.203 mmol), an aqueous solution of sodium hydroxide (5 gm, 50% wt/wt, 62.5 mmol) and dimethylsulfate (0.50 ml, 5.27 mmol). The mixture was stirred overnight at ambient temperature then diluted with diethyl ether and decanted. The supernatant was concentrated onto silica and purified by column chromatography (25% diethylether in hexanes) to afford 389 mg of an oil (74%). This material was used in next step without further characterization.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07723368B2 |
| 出典データセット | uspto-grants-2010_05 |
| ORD ID | ord-b6f9e42fc9614c63ac949be046013eb5 |
| 出典メモ | uspto-grants-2010_05 |