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Sodium hydride → Methyl 2-(3-bromobenzyloxy)-2-methylpropionate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 3-Bromobenzyl bromide | HCID 69979 | — |
| 反応物 | Methyl alpha-hydroxyisobutyrate | HCID 75024 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl 2-(3-bromobenzyloxy)-2-methylpropionate | HCID 23116986 | 52% |
反応手順
To a solution of methyl 2-hydroxyisobutyrate (1 g, 4.0 mmol) in THF (20 ml) was added sodium hydride (60% in parafin liquid) (115 mg, 4.8 mmol) at 0° C., and the mixture was stirred at room temperature for 15 minutes. To the mixture was added 3-bromobenzyl bromide (567 mg, 4.8 mmol), and the mixture was stirred at 50° C. for 12 hours. To the reaction solution was added a saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give the title compound (520 mg, 52%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07425642B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-2be8a39179534e24bc2aec73a48197a3 |
| 出典メモ | uspto-grants-2008_09 |