Bromine → 2-Bromo-1-(4-iodophenyl)ethanone
反応式
[Br:1]Br.[I:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][CH:5]=1>C(O)(=O)C>[Br:1][CH2:11][C:10]([C:7]1[CH:8]=[CH:9][C:4]([I:3])=[CH:5][CH:6]=1)=[O:12]参加物
4
実験手順
A solution of bromine (79.3 g, 508 mmol) in glacial acetic acid (50 mL) was added at room temperature to a solution of 1-(4-Iodo-phenyl)-ethanone (Aldrich, 125 g, 508 mmol) in glacial acetic acid (600 mL). The mixture was stirred for 10 h, then concentrated under reduced pressure and the residue was diluted with ethyl acetate (100 mL), and washed with brine (3×50 mL). The organic layer was concentrated, and the residue was crystallized from ethyl ether to provide the title compound as a yellow solid (150 g, 462 mmol, 91% yield). 1H NMR (300 MHz, CDCl3) δ 4.39 (s, 2H), 7.69 (d, J=8.5 Hz, 2H), 7.87 ppm (d, J=8.5 Hz, 2H); MS (DCl/NH3) m/z 246 (M−Br)+264 (M−Br+NH4)+.
後処理
- concentrationconcentrated under reduced pressure
- additionthe residue was diluted with ethyl acetate (100 mL)
- washwashed with brine (3×50 mL)
- concentrationThe organic layer was concentrated
- customthe residue was crystallized from ethyl ether
出典と根拠
- ORDレコード
- ord-0e14ec848ca94960b7ccec59ca5f2651
- 出典データセット
- uspto-grants-2011_01
- 特許番号
- US07872010B2
反応ノート
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