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Azobisisobutyronitrile → 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Azobisisobutyronitrile | HCID 6547 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | 5-Methyl-3-oxo-1-phenylindene-2-carboxylic acid ethyl ester | HCID 68699292 | — |
| 触媒 | Tungsten | HCID 23964 | — |
| 溶媒 | Carbon Tetrachloride | HCID 5943 | — |
| 生成物 | 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester | HCID 68697546 | 36.7% |
反応手順
6-Methyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (3 g, 10.3 mmol) obtained in Step 4 was dissolved in carbon tetrachloride, and N-bromosuccinimide (2 g, 11.4 mmol) and 2,2′-azobisisobutyronitrile (500 mg, 3.09 mmol) were added thereto. The mixture was refluxed for 3 hrs under the irradiation of a 375 W tungsten lamp. Upon the completion of the reaction, the resulting mixture washed with saturated saline and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 1.4 g of the titled compound (yield: 36.7%) in oil state.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745439B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-98d8b10c0bda4888ab506e69cf8a6076 |
| 出典メモ | uspto-grants-2010_06 |