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Iodoethane → N,N-diethyl-2-methyl-2-(4-nitrophenyl)propan-1-amine

HRID 2423226
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HRID 2423226 반응식
[CH2:1]([NH:3][CH2:4][C:5]([CH3:16])([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[CH3:6])[CH3:2].[CH2:17](I)[CH3:18].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:1]([N:3]([CH2:17][CH3:18])[CH2:4][C:5]([CH3:6])([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[CH3:16])[CH3:2]
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참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 67243335N-ethyl-2-methyl-2-(4-nitrophenyl)propan-1-amine

생성물 1

HCID 67242349N,N-diethyl-2-methyl-2-(4-nitrophenyl)propan-1-amine수율 86.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

In a 100 mL round bottom flask was charged N-ethyl-2-methyl-2-(4-nitrophenyl)propan-1-amine (1.50 g, 6.75 mmol), anhydrous acetonitrile (22 mL), ethyl iodide (1.16 mL, 7.43 mmol), and potassium carbonate (1.87 g, 13.5 mmol). The reaction was brought to reflux for 4 h. The reaction mixture was filtered and concentrated in vacuo. The residue was diluted with water and ethyl acetate and layers were separated. The organic layer was washed with once each with water, and then with brine, dried over sodium sulfate, filtered and concentrated in vacuo to give N,N-diethyl-2-methyl-2-(4-nitrophenyl)propan-1-amine (1.45 g, 86.1%). LC/MS (ESI+) 251 (M+H)+.

후처리

  1. temperatureto reflux for 4 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated in vacuo
  4. additionThe residue was diluted with water and ethyl acetate and layers
  5. customwere separated
  6. washThe organic layer was washed with once each with water
  7. dry with materialwith brine, dried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-11e9a67a21ba46a282819d942c62ad56
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960569B2

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