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

HRID 244954ノート

反応式

HRID 244954 の反応式
[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

参加物

5

反応物 2

HCID 866974731-(2-Azido-2-methylpropyl)-4-(trifluoromethyl)benzeneHCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 178420936HCID 178420936、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-345845d3bbd14f6f9b0dbd5de8d93ac2
出典データセット
uspto-grants-2014_02
特許番号
US08658686B2

反応ノート

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