N-bromobutanimide → 5-Bromo-4,6-difluoroindoline
反応式
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][NH:6]2.[Br:12]N1C(=O)CCC1=O>C(#N)C>[Br:12][C:10]1[C:2]([F:1])=[C:3]2[C:7](=[CH:8][C:9]=1[F:11])[NH:6][CH2:5][CH2:4]2参加物
4
実験手順
To a solution of 4,6-difluoroindoline (4.6 g, 29.8 mmol) in acetonitrile (50 mL) was added a solution of N-bromosuccinimide (3.68 g, 20.6 mmol) acetonitrile (30 mL) at 0° C. dropwise. The reaction was stirred for 30 minutes and quenched with saturated aqueous sodium bicarbonate solution and diluted with ethyl acetate. The layers were separated and the organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatography (0-60% ethyl acetate in petroleum ether) to give the title compound (4.0 g, 58% yield) as colorless oil
後処理
- customquenched with saturated aqueous sodium bicarbonate solution
- additiondiluted with ethyl acetate
- customThe layers were separated
- dry with materialthe organic phases were dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe residue was purified by flash chromatography (0-60% ethyl acetate in petroleum ether)
出典と根拠
- ORDレコード
- ord-3c79293afe6a4d389402c07a59cecca4
- 出典データセット
- uspto-grants-2014_11
- 特許番号
- US08889730B2
反応ノート
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