1-(2-Azido-2-methylpropyl)-4-(trifluoromethyl)benzene → 2-Methyl-1-(4-(trifluoromethyl)phenyl)propan-2-amine

HRID 244954노트

반응식

HRID 244954 반응식
[N:1]([C:4]([CH3:17])([CH3:16])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][CH:7]=1)=[N+]=[N-].[H][H]>C(OCC)(=O)C.[C+4].[OH-].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-]>[CH3:17][C:4]([NH2:1])([CH3:16])[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([F:13])([F:14])[F:15])=[CH:10][CH:11]=1

참가 물질

5

반응물 2

HCID 866974731-(2-Azido-2-methylpropyl)-4-(trifluoromethyl)benzeneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 1209942-Methyl-1-(4-(trifluoromethyl)phenyl)propan-2-amine수율 18.8%

시약·촉매·용매 2

HCID 178420936HCID 178420936, 화합물촉매HCID 8857Ethyl Acetate용매

실험 절차

25.4 g of 1-(2-azido-2-methylpropyl)-4-(trifluoromethyl)benzene was dissolved in 210 mL of ethyl acetate and mixed with 0.84 g of 20 wt % palladium hydroxide carbon. The atmosphere in the reaction vessel was replaced with hydrogen gas, and the reaction solution was stirred at room temperature for 18 hours. After completion of the reaction, the palladium hydroxide carbon was filtered off, and the filtrate was mixed with 3 M hydrochloric acid and separated. The aqueous layer was basified with 5 M sodium hydroxide and extracted with methylene chloride. The organic layer was concentrated under reduced pressure to give 4.27 g of the desired product as a brown liquid.

후처리

  1. customAfter completion of the reaction
  2. filtrationthe palladium hydroxide carbon was filtered off
  3. additionthe filtrate was mixed with 3 M hydrochloric acid
  4. customseparated
  5. extractionextracted with methylene chloride
  6. concentrationThe organic layer was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-345845d3bbd14f6f9b0dbd5de8d93ac2
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658686B2

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