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Ethyl Acetate → 2-(5-Methyl-2-p-tolylthiazol-4-yl)ethyl methanesulfonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Methanesulfonyl chloride | HCID 31297 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 2-[5-Methyl-2-(4-methylphenyl)-1,3-thiazol-4-YL]ethanol | HCID 21942706 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-(5-Methyl-2-p-tolylthiazol-4-yl)ethyl methanesulfonate | HCID 86677484 | 104.9% |
反応手順
To a yellow solution of 2-(5-methyl-2-p-tolylthiazol-4-yl)ethanol (200 mg, 857 μmol) in dichloromethane (3 mL) was added N,N-diisopropylethylamine (166 mg, 225 μL, 1.29 mmol) at RT. Methanesulfonyl chloride (113 mg, 76.8 μL, 986 μmol) was added at 0-5° C. and stirring was continued for 4 h at 0° C. The reaction mixture was poured into ethyl acetate (25 mL) and extracted with KHSO4 (10% aqueous solution, 15 mL). The organic phase was washed with water (2×15 mL) and brine (1×20 mL). The aqueous layers were back-extracted with ethyl acetate (1×25 mL) and the combined organic layer was dried over MgSO4 and concentrated in vacuo to give 280 mg (99%) of yellow oil which was used without further purification for the next step.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08772510B2 |
| 出典データセット | uspto-grants-2014_07 |
| ORD ID | ord-1e23a40331c446798a44d7d994cf08e0 |
| 出典メモ | uspto-grants-2014_07 |