Acetone → 3-(4-Phenylpiperazin-1-yl)propan-1-amine

HRID 396659

반응식

HRID 396659 반응식
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br.Br[CH2:15][CH2:16][CH2:17][NH2:18].C(=O)([O-])[O-].[K+].[K+].CC(C)=O>CCO>[NH2:18][CH2:17][CH2:16][CH2:15][N:10]1[CH2:11][CH2:12][N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9]1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 70961-PhenylpiperazineHCID 11430Potassium CarbonateHCID 787013-Bromopropylamine hydrobromide

생성물 1

HCID 2612973-(4-Phenylpiperazin-1-yl)propan-1-amine수율 56.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

4-Phenylpiperazine (5.00 g, 30.8 mmol, 1.00 equiv, Aldrich), 3-bromopropylamine hydrobromide (8.09 g, 37.0 mmol, 1.20 equiv) and potassium carbonate (8.51 g, 61.6 mmol, 2.00 equiv) were stirred in refluxing acetone (200 mL) and EtOH (40 mL) for 14 hours. After removal of the solvents, water (250 mL) was added and the pH was adjusted to 11-12 by addition of 1 N aqueous NaOH. The mixture was extracted with CH2Cl2 (4×250 mL). The combined organic solutions were dried over MgSO4 and concentrated. The residue was purified by flash chromatography (SiO2, CHCl3-MeOH-NH (2 M in MeOH) 100:10:5 to 100:20:10) to give 3.80 g (56%) of yellow oil, which was characterized spectroscopically.

후처리

  1. customAfter removal of the solvents, water (250 mL)
  2. additionwas added
  3. additionthe pH was adjusted to 11-12 by addition of 1 N aqueous NaOH
  4. extractionThe mixture was extracted with CH2Cl2 (4×250 mL)
  5. dry with materialThe combined organic solutions were dried over MgSO4
  6. concentrationconcentrated
  7. customThe residue was purified by flash chromatography (SiO2, CHCl3-MeOH-NH (2 M in MeOH) 100:10:5 to 100:20:10)

출처 및 근거

ORD 기록
ord-c1ed6536eb454aa1a3021a9fd5114f59
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608086B2

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