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

HRID 1009468ノート

反応式

HRID 1009468 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-7629a09261744cf381eb482db56278fe
出典データセット
uspto-grants-2011_07
特許番号
US07973078B2

反応ノート

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