Acetic Acid → N-[4-(4-aminophenyl)butanoyl]thiazolidine

HRID 1614561ノート

反応式

HRID 1614561 の反応式
C(O)(=O)C.[N+:5]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][C:17]([N:19]2[CH2:23][CH2:22][S:21][CH2:20]2)=[O:18])=[CH:10][CH:9]=1)([O-])=O>[Zn].O>[NH2:5][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][C:17]([N:19]2[CH2:23][CH2:22][S:21][CH2:20]2)=[O:18])=[CH:12][CH:13]=1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 14822253N-[4-(4-nitrophenyl)butanoyl]thiazolidine

生成物 1

HCID 14822257N-[4-(4-aminophenyl)butanoyl]thiazolidine収率 67%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 962Water溶媒

実験手順

To a mixture of 9 ml of acetic acid, 6 ml of water, and 1.0 g of zinc powder was gradually added 2 mmol of N-[4-(4-nitrophenyl)butanoyl]thiazolidine at room temperature in small portions with stirring. After the addition, the mixture was stirred for 2 hours at the same temperature to complete the reaction. Zinc powder was removed by filtration. The filtrate was weakly alkalinized with 10% sodium hydroxide and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel to obtain 335 mg of colorless crystals of N-[4-(4-aminophenyl)butanoyl]thiazolidine (yield: 67%).

後処理

  1. customat room temperature
  2. additionAfter the addition
  3. stirringthe mixture was stirred for 2 hours at the same temperature
  4. customthe reaction
  5. customZinc powder was removed by filtration
  6. extractionextracted with ethyl acetate
  7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  8. customThe solvent was evaporated under reduced pressure
  9. customthe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-9efac4512e8a479e9e6896a4a9deeb53
出典データセット
uspto-grants-1993_03
特許番号
US05198450

反応ノート

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