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Sodium hydride → Methyl 4-[(3-bromophenyl)methoxy]benzenepropanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 3-Bromobenzyl bromide | HCID 69979 | — |
| 反応物 | Benzenepropanoic acid, 4-hydroxy-, methyl ester | HCID 79706 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Methyl 4-[(3-bromophenyl)methoxy]benzenepropanoate | HCID 23136270 | 144% |
反応手順
To a solution of methyl 3-(4-hydroxyphenyl)propanoate (0.3 g, 1.67 mmol) in N,N-dimethylformamide (4.0 mL) was added 60% sodium hydride (0.073 g, 1.83 mmol) at 0° C. with stirring, and the mixture was stirred at the same temperature for 15 min. Then, 3-bromobenzylbromide (0.44 g, 1.75 mmol) was added to the mixture at 0° C. with stirring, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was diluted with ethyl acetate and washed with 5% aqueous potassium hydrogensulfate solution and saturated brine. The ethyl acetate layer was dried over magnesium sulfate and concentrated under reduced pressure to give the title compound (0.84 g, yield 72%) as a colorless powder.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07456218B2 |
| 出典データセット | uspto-grants-2008_11 |
| ORD ID | ord-1121fc2544844b9485373f654fe62713 |
| 出典メモ | uspto-grants-2008_11 |