(3,5-Dibromo-4-methoxyphenyl)acetylchloride → 2-(3,5-dibromo-4-methoxy-phenyl)-N-[2-(3-nitro-phenyl)-ethyl]-acetamide

HRID 1358473ノート

反応式

HRID 1358473 の反応式
C(O)(=O)C(O)=O.[N+:7]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[CH2:13][CH2:14][NH2:15])([O-:9])=[O:8].[Br:19][C:20]1[CH:21]=[C:22]([CH2:29][C:30](Cl)=[O:31])[CH:23]=[C:24]([Br:28])[C:25]=1[O:26][CH3:27]>C(Cl)Cl.[OH-].[Na+]>[Br:19][C:20]1[CH:21]=[C:22]([CH2:29][C:30]([NH:15][CH2:14][CH2:13][C:12]2[CH:16]=[CH:17][CH:18]=[C:10]([N+:7]([O-:9])=[O:8])[CH:11]=2)=[O:31])[CH:23]=[C:24]([Br:28])[C:25]=1[O:26][CH3:27]

参加物

5

反応物 2

HCID 18184515(3,5-Dibromo-4-methoxyphenyl)acetylchlorideHCID 181845273-Nitro-phenethylamine oxalate

生成物 1

HCID 181845412-(3,5-dibromo-4-methoxy-phenyl)-N-[2-(3-nitro-phenyl)-ethyl]-acetamide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

To a suspension of 3-nitro-phenethylamine oxalate (1.792 g, 0.007 mol) in methylene chloride (45 mL), 1 N NaOH (45 mL) was added. It was stirred at room temperature to get a clear solution. A solution of 3,5-dibromo-4-methoxyphenyl acetyl chloride (0.0072 mol) in methylene chloride was added. Stirring was continued overnight and the completion of the reaction was monitored by thin layer chromatography. The reaction mixture was washed with 1N HCl and 1N NaOH, extracted with methylene chloride. The combined extracts were dried over anhydrous sodium sulfate and concentrated. The solid obtained was crystallized from ethyl acetate-hexanes mixture. Yield 2.159 g, 65%.

後処理

  1. additionwas added
  2. customto get a clear solution
  3. stirringStirring
  4. washThe reaction mixture was washed with 1N HCl and 1N NaOH
  5. extractionextracted with methylene chloride
  6. dry with materialThe combined extracts were dried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. customThe solid obtained
  9. customwas crystallized from ethyl acetate-hexanes mixture

出典と根拠

ORDレコード
ord-0f62632f3260459692aad07ca5f7b1d9
出典データセット
uspto-grants-2003_07
特許番号
US06596734B1

反応ノート

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