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Boron tribromide → Octanedioic acid hydroxyamide [4-(2-nitro-phenyl)-thiazol-2-yl]-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Boron tribromide | HCID 25134 | — |
| 反応物 | Octanedioic acid benzyloxy-amide [4-(2-nitro-phenyl)-thiazol-2-yl]-amide | HCID 89972899 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Octanedioic acid hydroxyamide [4-(2-nitro-phenyl)-thiazol-2-yl]-amide | HCID 25030884 | 55.3% |
反応手順
A mixture of compound 15 (0.040 g, 0.083 mmol) in methylene chloride (1 mL) was cooled to −30° C. while boron tribromide (0.18 ml) 1M in methylene chloride was added dropwise. After stirring at room temperature for 2 hours, the mixture was cooled to 0° C. and quenched with saturated sodium bicarbonate. The reaction mixture was diluted with ethyl acetate and washed sequentially with saturated NaHCO3, and brine. The organic layer was dried over sodium sulfate and concentrated in vacuo to provide a crude residue which was purified by reverse phase HPLC to afford octanedioic acid hydroxyamide [4-(2-nitro-phenyl)-thiazol-2-yl]-amide 17 (0.018 g, 55% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08653278B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-8a1e2a1969604e45b6608a012916bb36 |
| 出典メモ | uspto-grants-2014_02 |