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Aluminium lithium hydride → [2-(4-Bromo-phenyl)4-isopropyl-oxazol-5-yl]-methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 反応物 | 2-(4-Bromo-phenyl)4-isopropyl-oxazole-5-carboxylic acid ethyl ester | HCID 69053256 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [2-(4-Bromo-phenyl)4-isopropyl-oxazol-5-yl]-methanol | HCID 69056838 | 99.2% |
反応手順
A solution of 2-(4-bromo-phenyl)-4-isopropyl-oxazole-5-carboxylic acid ethyl ester (20.6 g, 60.9 mmol) in THF (300 mL) is cooled in an ice-water bath and treated portionwise with LiAlH4 (2.8 g, 73 mmol). The reaction is complete after 1.5 h. Ice chips (˜10 g) are added to quench the excess hydride reagent, and anhydrous Na2SO4 (˜50 g) is added. The thick suspension is stirred 30 min, filtered through celite, and washed with THF (600 mL). The filtrate is dried (Na2SO4) and concentrated. The crude product is purified by silica gel flash chromatography using hexanes:ethyl acetate (3:1) to give a white solid (17.9 g, 99%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07153878B2 |
| 出典データセット | uspto-grants-2006_12 |
| ORD ID | ord-3164cb9d47df4711a0ab760165664d8c |
| 出典メモ | uspto-grants-2006_12 |