N,N'-Dimethylethylenediamine → 1-[4-(Aminomethyl)phenyl]piperidin-2-one

HRID 1009468노트

반응식

HRID 1009468 반응식
P([O-])([O-])([O-])=O.[K+].[K+].[K+].CNCCNC.I[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][NH2:23])=[CH:18][CH:17]=1.[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][C:25]1=[O:30]>[Cu](I)I.C1(C)C=CC=CC=1>[NH2:23][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][C:25]2=[O:30])=[CH:17][CH:18]=1

참가 물질

7

반응물 4

HCID 8070N,N'-DimethylethylenediamineHCID 126652-PiperidoneHCID 62657Potassium Phosphate, TribasicHCID 27375334-Iodobenzylamine

생성물 1

HCID 47120251-[4-(Aminomethyl)phenyl]piperidin-2-one수율 63%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

To a mixture of 41 mg of copper iodide, 1.82 g of tripotassium phosphate, 38 mg of N,N′-dimethylethylenediamine, 1.00 g of 1-(4-iodophenyl)methyl amine, and 510 mg of 2-piperidone was added 4.29 mL of toluene, followed by stirring at 80° C. overnight under an argon atmosphere. The reaction liquid was filtered through Celite, the filtrate was then concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain 552 mg of 1-[4-(aminomethyl)phenyl]piperidine-2-one.

후처리

  1. customThe reaction liquid
  2. filtrationwas filtered through Celite
  3. concentrationthe filtrate was then concentrated under reduced pressure
  4. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1)

출처 및 근거

ORD 기록
ord-7629a09261744cf381eb482db56278fe
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07973078B2

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