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

HRID 1358473노트

반응식

HRID 1358473 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 14798Sodium Hydroxide용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-0f62632f3260459692aad07ca5f7b1d9
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596734B1

반응 노트

불러오는 중…