1,1'-Carbonyldiimidazole → 1-(1H-imidazol-1-ylcarbonyl)-4-(3-phenylpropanoyl)piperazine

HRID 384457ノート

反応式

HRID 384457 の反応式
Cl.[C:2]1([CH2:8][CH2:9][C:10]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:11])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18](N1C=CN=C1)([N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)=[O:19]>C(#N)C>[N:20]1([C:18]([N:15]2[CH2:14][CH2:13][N:12]([C:10](=[O:11])[CH2:9][CH2:8][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:17][CH2:16]2)=[O:19])[CH:24]=[CH:23][N:22]=[CH:21]1

参加物

4

反応物 2

HCID 682631,1'-CarbonyldiimidazoleHCID 685064511-(3-Phenylpropanoyl)piperazine hydrochloride

生成物 1

HCID 595270961-(1H-imidazol-1-ylcarbonyl)-4-(3-phenylpropanoyl)piperazine収率 92.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

1-(3-Phenylpropanoyl)piperazine hydrochloride (1.0 g) was dissolved in acetonitrile, and 1,1′-carbonyldiimidazole (950 mg) was added thereto at room temperature, followed by stirring at the same temperature for 3 hours. The reaction mixture was concentrated under reduced pressure, and water was added to the residue, followed by extraction with chloroform. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol=95/5) to obtain 1-(1H-imidazol-1-ylcarbonyl)-4-(3-phenylpropanoyl)piperazine (1.13 g).

後処理

  1. customat room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  3. additionwas added to the residue
  4. extractionfollowed by extraction with chloroform
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solvent was evaporated
  8. customThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol=95/5)

出典と根拠

ORDレコード
ord-1b567b6b820f4a91ad6b3cf598c6e574
出典データセット
uspto-grants-2013_02
特許番号
US08367702B2

反応ノート

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