反応式
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].CCN(C(C)C)C(C)C.[Br:21][CH2:22][C:23](Cl)=[O:24]>ClCCl>[Br:21][CH2:22][C:23]([NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=1)=[O:24]参加物
5
反応条件
- 温度
- 0 °C
実験手順
3-Trifluoromethylaniline (1.6 g, 10 mmol) was dissolved in dichloromethane with DIEA (3.4 mL, 20 mmol), cooled to 0° C., and to this solution bromoacetyl chloride was added as a neat liquid (exothermic). After 1 hour the reaction mixture was washed with 1N HCl, dried and concentrated to a brown oil which was purified by column chromatography (10 to 40% EtOAc/hexanes) to give a light brown oil, 1.8 g, 6.4 mmol, 64% yield. 1H NMR (500 MHz, CDCl3) δ 8.19 (s, 1H), 7.75 (s, 1H), 7.68 (d, J=8.1 Hz, 1H), 7.41 (t, J=7.9 Hz, 1H), 7.35 (d, J=7.8 Hz, 3.96 (s, 2H).
後処理
- washAfter 1 hour the reaction mixture was washed with 1N HCl
- customdried
- concentrationconcentrated to a brown oil which
- customwas purified by column chromatography (10 to 40% EtOAc/hexanes)
- customto give a light brown oil, 1.8 g, 6.4 mmol, 64% yield
出典と根拠
- ORDレコード
- ord-9d54cb18bf4945e39b0b7c92546e01a5
- 出典データセット
- uspto-grants-2007_01
- 特許番号
- US07157476B2
関連ノート
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