N-bromobutanimide → HCID 86655151、化合物

HRID 69399ノート

反応式

HRID 69399 の反応式
[CH2:1]([NH:5][C:6](=[O:31])[C:7]1[CH:12]=[CH:11][C:10]([C:13](=[N:28][OH:29])[CH:14]=[C:15]([C:20]2[CH:25]=[C:24]([Cl:26])[CH:23]=[C:22]([Cl:27])[CH:21]=2)[C:16]([F:19])([F:18])[F:17])=[CH:9][C:8]=1[CH3:30])[CH2:2][CH2:3][CH3:4].[Br:32]N1C(=O)CCC1=O>CN(C)C=O>[Br:32][CH:14]1[C:15]([C:20]2[CH:25]=[C:24]([Cl:26])[CH:23]=[C:22]([Cl:27])[CH:21]=2)([C:16]([F:18])([F:17])[F:19])[O:29][N:28]=[C:13]1[C:10]1[CH:11]=[CH:12][C:7]([C:6]([NH:5][CH2:1][CH2:2][CH2:3][CH3:4])=[O:31])=[C:8]([CH3:30])[CH:9]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 76765796HCID 76765796、化合物

生成物 1

HCID 86655151HCID 86655151、化合物収率 40%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-Butyl-4-[3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-1-hydroxyimino-but-2-enyl]-2-methyl-benzamide (Example 3.1) (380 mg, 0.94 mmol) and N-bromosuccinimide (200 mg, 1.12 mmol) were heated in N,N-dimethylformamide (2 ml) at 120° C. for 7 minutes. The reaction mixture was allowed to cool to ambient temperature and then extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate and concentrated. The residue was purified by chromatography on silica gel (eluent: hexane/ethyl acetate 4:1) to give Compound No. A1 of Table A (210 mg, 40% yield) as a solid foam.

後処理

  1. extractionextracted with diethyl ether
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography on silica gel (eluent: hexane/ethyl acetate 4:1)
  5. customto give Compound No

出典と根拠

ORDレコード
ord-37ec0dd68a264f2caf7ebd0c6123e459
出典データセット
uspto-grants-2014_09
特許番号
US08822502B2

反応ノート

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