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Water → Methanesulfonic acid 5-(4-trifluoromethoxy-phenyl)-pent-4-ynyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methanesulfonyl chloride | HCID 31297 | — |
| 反応物 | 4-Pentyn-1-ol, 5-[4-(trifluoromethoxy)phenyl]- | HCID 68822690 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methanesulfonic acid 5-(4-trifluoromethoxy-phenyl)-pent-4-ynyl ester | HCID 11616756 | 93% |
反応手順
To an ice-cooled solution of 5-(4-trifluoromethoxy-phenyl)-pent-4-yn-1-ol (2.02 g, 8.3 mmol; example 1 a]) and Et3N (1.73 ml, 12.4 mmol) in dichloromethane (100 ml) was added methanesulfonyl chloride (0.67 ml, 8.7 mmol) within 15 min keeping the temperature at 0-10° C. The reaction mixture was stirred at RT for 1 h 15 min. Water was added and after 5 min, the reaction was partitioned between ether and water. The aqueous layer was extracted again with ether (2×), the organic phases were washed with aqueous 10% NaCl, dried (Na2SO4) and concentrated to yield 2.5 g (7.7 mmol, 93%) of the title compound as light brown oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07405236B2 |
| 出典データセット | uspto-grants-2008_07 |
| ORD ID | ord-4fb6dae916eb4e7495b65305fc872fd2 |
| 出典メモ | uspto-grants-2008_07 |