Piperazine → 1-[(4-fluorophenyl)(phenyl)methyl]piperazine

HRID 2202594노트

반응식

HRID 2202594 반응식
S(Cl)(Cl)=O.[F:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)O)=[CH:8][CH:7]=1.C(=O)([O-])O.[Na+].[NH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>O.C(OCC)(=O)C>[F:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:8][CH:7]=1

참가 물질

9

반응물 6

HCID 4837PiperazineHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 5707534-Fluorobenzhydrol

생성물 1

HCID 27789901-[(4-fluorophenyl)(phenyl)methyl]piperazine수율 72.7%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

Thionyl chloride was added to (±)-(4-fluorophenyl)phenylmethanol, and the mixture was stirred at a room temperature overnight. After the completion of the reaction was confirmed by HPLC, ethyl acetate was added thereto, and water was added to the mixture. The resulting mixture was neutralized with sodium hydrogen carbonate, and then washed water twice and dried over magnesium sulfate. After the solvent was distilled off, the residue was dissolved in acetonitrile, and piperazine (1.7 g, 20 mmol), potassium iodide (3.3 g, 20 mmol), and potassium carbonate (3.3 g, 24 mmol) were added thereto. The mixture was refluxed overnight. After the completion of the reaction was confirmed by HPLC, the insoluble matter was removed, and the solvent was distilled off. The resulting residue was dissolved in ethyl acetate and washed with water 3 times. The organic layer was dried over magnesium sulfate, and then the solvent was distilled off. Thus the title compound (3.9 g, 72.7%) was obtained as a yellowish white solid.

후처리

  1. additionwas added
  2. dry with materialwashed water twice and dried over magnesium sulfate
  3. distillationAfter the solvent was distilled off
  4. dissolutionthe residue was dissolved in acetonitrile
  5. temperatureThe mixture was refluxed overnight
  6. customthe insoluble matter was removed
  7. distillationthe solvent was distilled off
  8. dissolutionThe resulting residue was dissolved in ethyl acetate
  9. washwashed with water 3 times
  10. dry with materialThe organic layer was dried over magnesium sulfate
  11. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-6ffe4c7a361d4fac9e59a155dab86c0a
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365553B2

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