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

HRID 384457노트

반응식

HRID 384457 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1b567b6b820f4a91ad6b3cf598c6e574
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367702B2

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