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Methoxymethyl-triphenylphosphonium chloride → 5-(2-Methoxy-1-methyl-vinyl)4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methoxymethyl-triphenylphosphonium chloride | HCID 2723798 | — |
| 反応物 | 1-{4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}ethan-1-one | HCID 9835518 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 5-(2-Methoxy-1-methyl-vinyl)4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole | HCID 69057017 | 74.2% |
反応手順
To a solution of (methoxymethyl)triphenyl phosphonium chloride (15.5 g, 45.2 mmole) in toluene (330 mL) is added potassium t-butoxide (5.07 g, 45.2 mmole) in one portion and stirred for 30 minutes, then a solution of 1-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanone (8.6 g, 30.1 mmole) in toluene (20 mL) is added. The reaction is stirred for 4 hours, quenched by NH4Cl aqueous solution, extracted with ethyl acetate and then concentrated on rota vapor. The residue is purified on a silica gel column, eluting with 0–10% ethyl acetate in hexane and concentrated to provide the title compound (7.0 g).
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-45a86f831d23485caaba736e18f42279 |
| 出典メモ | uspto-grants-2006_12 |