反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7](Cl)=[O:8].[O:12]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]([C:22](=[O:27])[C:23]([F:26])([F:25])[F:24])[CH2:14][CH2:13]1.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7]([C:20]1[CH:19]=[CH:18][C:17]2[O:12][CH2:13][CH2:14][N:15]([C:22](=[O:27])[C:23]([F:25])([F:24])[F:26])[C:16]=2[CH:21]=1)=[O:8]参加物
実験手順
To an ice cooled solution of 5-bromo-2-chlorobenzoyl chloride in dichloromethane (35 mL) was added 1-(2,3-dihydro-benzo[1,4]oxazin-4-yl)-2,2,2-trifluoro-ethanone (6.5 g, 28.1 mmol) in dichloromethane (45 mL) followed by AlCl3 (5.61 g, 42.2 mmol) portion wise. After 2 h, the reaction mixture was brought to room temperature and stirred overnight. The reaction was quenched by pouring it over crushed ice. The resulting mixture was extracted with dichloromethane. The organic layer was washed with aq. NaHCO3 (100 mL) and water (100 mL), and the solvent was evaporated to yield the crude product which was recrystallized from hot ethylacetate to furnish 1-[6-(5-bromo-2-chloro-benzoyl)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2,2,2-trifluoro-ethanone (10.0 g).
後処理
- customwas brought to room temperature
- customThe reaction was quenched
- additionby pouring it
- customover crushed ice
- extractionThe resulting mixture was extracted with dichloromethane
- washThe organic layer was washed with aq. NaHCO3 (100 mL) and water (100 mL)
- customthe solvent was evaporated
- customto yield the crude product which
- customwas recrystallized from hot ethylacetate
出典と根拠
- ORDレコード
- ord-989649abcefc4b8a9102d99a8a2c308c
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08828951B2
関連ノート
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