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N-Methylcyclohexylamine → N-cyclohexyl-N-methyl-N-(4-nitrobenzyl)amine

HRID 566043
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HRID 566043 반응식
[CH:1]1([NH:7][CH3:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[N+:15]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1)([O-:17])=[O:16]>CN(C=O)C>[CH:1]1([N:7]([CH3:8])[CH2:22][C:21]2[CH:24]=[CH:25][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 7514N-MethylcyclohexylamineHCID 11430Potassium CarbonateHCID 660114-Nitrobenzyl bromide

생성물 1

HCID 757291N-cyclohexyl-N-methyl-N-(4-nitrobenzyl)amine수율 99.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In DMF (50 ml) was dissolved N-cyclohexyl-N-methylamine (12.5, 0.11 mol), and to the solution were added potassium carbonate (27.6, 0.20 mol) and 4-nitrobenzylbromide (21.6, 0.10 mol). The mixture was stirred at room temperature for 5 hours. Under reduced pressure, the reaction mixture was concentrated. To the residue was added ethyl acetate, and the mixture was extracted with water. The ethyl acetate layer was washed with saturated sodium chloride solution, dried with MgSO4 and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate/hexane) to give N-cyclohexyl-N-methyl-N-(4-nitrobenzyl)amine (24.8 g).

후처리

  1. concentrationUnder reduced pressure, the reaction mixture was concentrated
  2. additionTo the residue was added ethyl acetate
  3. extractionthe mixture was extracted with water
  4. washThe ethyl acetate layer was washed with saturated sodium chloride solution
  5. dry with materialdried with MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified with silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-4dd69de1b0ff4418842db0402b2f2c9f
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06172061B2

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