反応式
[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:7])=[C:4]([C:17]([F:20])([F:19])[F:18])[CH:3]=1.C([N-]C(C)C)(C)C.[Li+].Cl[C:30]1[CH:39]=[CH:38][CH:37]=[CH:36][C:31]=1[CH:32]=[CH:33][CH:34]=[O:35].[NH4+].[Cl-:41]>C1COCC1>[Cl:41][C:33](=[CH:32][C:31]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:30]=1)[CH:34]([OH:35])[CH:9]([NH:8][C:6](=[O:7])[C:5]1[CH:15]=[CH:16][C:2]([F:1])=[CH:3][C:4]=1[C:17]([F:18])([F:19])[F:20])[C:10]([O:12][CH2:13][CH3:14])=[O:11]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- -75 °C
実験手順
At −75° C., 5.0 g (0.0170 mol) of ethyl (4-fluoro-2-trifluoromethylbenzoylamino)acetate dissolved in THF were added dropwise to 25.0 ml (0.050 mol) of a 2M solution of lithium diisopropylamide in THF. After 1 h at −75° C., 3.50 g (0.021 mol) of 2-chlorocinnamaldehyde dissolved in THF were added dropwise, and the mixture was stirred at −75° C. for 1 h. Saturated NH4Cl solution was added dropwise and the mixture was warmed to RT and extracted with CH2Cl2. The combined organic phases were washed and dried, and the solvent was removed. The residue was purified chromatographically (SiO2, cyclohexane/ethyl acetate). This gave 7.5 g (96% of theory) of the title compound as a colorless solid (diastereomer mixture) which was reacted further without further purification.
後処理
- additionwere added dropwise
- temperaturethe mixture was warmed to RT
- extractionextracted with CH2Cl2
- washThe combined organic phases were washed
- customdried
- customthe solvent was removed
- customThe residue was purified chromatographically (SiO2, cyclohexane/ethyl acetate)
- customThis gave 7.5 g (96% of theory) of the title compound as a colorless solid (diastereomer mixture) which was reacted further without further purification
出典と根拠
- ORDレコード
- ord-c28b6902540445b687345a44a4ead64e
- 出典データセット
- uspto-grants-2010_08
- 特許番号
- US07786046B2
関連ノート
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