反応式
[CH:1]1([C:4]2[O:5][C:6]3[C:7](=[C:9]([C:20]#[N:21])[C:10]([CH3:19])=[C:11]([C:14]([O:16]CC)=[CH2:15])[C:12]=3[F:13])[N:8]=2)[CH2:3][CH2:2]1.O.[Br:23]N1C(=O)CCC1=O>O1CCCC1>[Br:23][CH2:16][C:14]([C:11]1[C:12]([F:13])=[C:6]2[O:5][C:4]([CH:1]3[CH2:3][CH2:2]3)=[N:8][C:7]2=[C:9]([C:20]#[N:21])[C:10]=1[CH3:19])=[O:15]参加物
実験手順
2-Cyclopropyl-6-[1-(ethoxy)ethenyl]-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile (I-78) (9.34 g, 30.1 mmol) was dissolved in tetrahydrofuran (450 ml), then water (27 ml) and N-bromosuccinimide (5.73 g, 31.58 mmol) were added all at a time, followed by stirring at room temperature for 45 minutes. After the reaction, the solvent was evaporated away under reduced pressure, followed by dilution with ethyl acetate and by washing with aqueous sodium thiosulfate solution and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure. The resulting residue was subjected to silica gel column chromatography and eluted with a mixed solvent of n-hexane/ethyl acetate (4:1, v/v) to obtain the intended product (9.63 g, 95%) as a white solid.
後処理
- customAfter the reaction
- customthe solvent was evaporated away under reduced pressure
- washby washing with aqueous sodium thiosulfate solution and saturated brine
- dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
- customthe solvent was evaporated away under reduced pressure
- washeluted with a mixed solvent of n-hexane/ethyl acetate (4:1
出典と根拠
- ORDレコード
- ord-8b0207fc297d40fb8d9dc26985d7f16b
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07737166B2
関連ノート
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