Piperazine → 1-(Bis(4-fluorophenyl)methyl)piperazine

HRID 414486

반응식

HRID 414486 반응식
[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6](Cl)[C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[NH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.ClCCl.CO>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6]([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 4837PiperazineHCID 10340Sodium CarbonateHCID 27237731,1'-(Chloromethylene)bis(4-fluorobenzene)2회HCID 21226129Dichloromethane methanol

생성물 1

HCID 1529321-(Bis(4-fluorophenyl)methyl)piperazine수율 78.3%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

To 14.32 g (60 mmol) of said 4,4'-difluorobenzhydryl chloride were added 10.46 g (90 mmol) of anhydrous sodium carbonate, 25.84 g (300 mmol) of piperazine and 52 ml of dry chloroform, and the mixture was heated under reflux. To the reaction mixture was added dropwise over 45 minutes 14.32 g (60 mmol) of 4,4'-difluorobenzhydryl chloride in 13 ml of dry chloroform. The mixture was heated under reflux for 18 hours and filtered. The filtrate was washed successively with water and a saturated aqueous sodium chloride solution, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. There was obtained a residue, which was subjected to column chromatography on silica gel to give 13.49 g (47 mmol) of 4,4'-difluorobenzhydryl piperazine from eluates of dichloromethane-methanol (10:1).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. temperatureThe mixture was heated
  4. temperatureunder reflux for 18 hours
  5. filtrationfiltered
  6. washThe filtrate was washed successively with water
  7. dry with materiala saturated aqueous sodium chloride solution, and the organic layer was dried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThere was obtained a residue, which

출처 및 근거

ORD 기록
ord-3832c891265b4c79b4ff43f0080d0074
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04792553

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