Chlorosuccinimide → HCID 136337819、化合物

HRID 1187997ノート

反応式

HRID 1187997 の反応式
[OH:1][N:2]=[CH:3][C:4]1[CH:16]=[CH:15][C:7]([C:8]([NH:10][CH:11]=[N:12][O:13][CH3:14])=[O:9])=[C:6]([CH3:17])[CH:5]=1.ClN1C(=O)CCC1=O.[Cl:26][C:27]1[CH:28]=[C:29]([C:37]([C:39]([F:42])([F:41])[F:40])=[CH2:38])[CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1.C(=O)([O-])O.[K+]>COCCOC.O>[Cl:26][C:27]1[CH:28]=[C:29]([C:37]2([C:39]([F:40])([F:41])[F:42])[O:1][N:2]=[C:3]([C:4]3[CH:16]=[CH:15][C:7]([C:8]([NH:10][CH:11]=[N:12][O:13][CH3:14])=[O:9])=[C:6]([CH3:17])[CH:5]=3)[CH2:38]2)[CH:30]=[C:31]([C:33]([F:34])([F:35])[F:36])[CH:32]=1

参加物

8

反応物 4

HCID 31398ChlorosuccinimideHCID 516893Potassium BicarbonateHCID 86654468HCID 86654468、化合物HCID 136337818HCID 136337818、化合物

生成物 1

HCID 136337819HCID 136337819、化合物収率 11.7%

試薬・触媒・溶媒 3

HCID 962Water触媒HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
70 °C

実験手順

In a solution of 81 mg of 4-hydroxyiminomethyl-N-(methoxyiminomethyl)-2-methyl benzoic acid amide in 10 ml of 1,2-dimethoxyethane, 60 mg of N-chlorosuccinimide was added, and stirred at 70° C. for 45 minutes. Then, the reaction mixture was left and cooled to room temperature, and then 60 mg of 3-chloro-5-trifluoromethyl-1-(1-trifluoromethylethenyl)benzene, 40 mg of potassium hydrogen carbonate and 3 drops of water were added, and continued to stir at room temperature further for 15 hours. After the completion of the reaction, the reaction mixture was poured in 10 mL of water, and extracted with ethyl acetate (15 mL×2). The combined organic phases were dehydrated with and dried over saturated sodium chloride aqueous solution and then anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography that were eluated with ethyl acetate-hexane (gradient of 1:5 to 1:3) to obtain 13 mg of the aimed product as colorless resinous substance.

後処理

  1. waitThen, the reaction mixture was left
  2. temperaturecooled to room temperature
  3. stirringto stir at room temperature further for 15 hours
  4. customAfter the completion of the reaction
  5. extractionextracted with ethyl acetate (15 mL×2)
  6. dry with materialdried over saturated sodium chloride aqueous solution
  7. distillationanhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure
  8. customThe residue was purified with silica gel column chromatography that

出典と根拠

ORDレコード
ord-5f0bbdc5755940bd9c6d054a7c627e2a
出典データセット
uspto-grants-2014_03
特許番号
US08673951B2

反応ノート

読み込み中…