関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 反応物 | 4-Methyl-2-phenoxy-thiazole-5-carboxylic acid ethyl ester | HCID 57665484 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [4-Methyl-2-(phenyloxy)-1,3-thiazol-5-yl]methanol | HCID 57665456 | 80% |
反応手順
To a solution of ethyl 4-methyl-2-(phenyloxy)-1,3-thiazole-5-carboxylate (X-2a) (0.18 g, 0.687 mmol) in THF (3 mL) at 0° C. was added a solution of 1M LAH in THF (2.10 mL, 2.10 mmol). The mixture was stirred at 0° C. for 2 h. Water was added (1 mL) followed by a solution of 1M NaOH (1 mL) and water (1 mL). The mixture was filtered through a pad of Celite, and the Celite was washed with EtOAc. The filtrate was concentrated, and the crude material was purified by chromatography (EtOAc/hexanes) to give the title compound as a colorless oil (0.12 g, 80%). 1H NMR (400 MHz, CDCl3) δ 7.40 (t, J=8.0 Hz, 2H), 7.25 (m, 3H), 4.66 (s, 2H), 2.26 (s, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07834013B2 |
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| 出典データセット | uspto-grants-2010_11 |
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| ORD ID | ord-70444c8a35d0468b8847455f7ea63fb8 |
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| 出典メモ | uspto-grants-2010_11 |
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