Isobutyl iodide → 1-(Isobutyl)-4-(4-nitrophenyl)piperazine

HRID 10793

반응식

HRID 10793 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].I[CH2:23][CH:24]([CH3:26])[CH3:25].C1OCCOCCOCCOCCOCCOC1>C(#N)C>[CH2:23]([N:13]1[CH2:14][CH2:15][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[CH2:11][CH2:12]1)[CH:24]([CH3:26])[CH3:25]

참가 물질

6

반응물 4

HCID 10556Isobutyl iodideHCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 804471-(4-Nitrophenyl)piperazine

생성물 1

HCID 219589101-(Isobutyl)-4-(4-nitrophenyl)piperazine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 1-(4-nitrophenyl)piperazine (8 g, 38.6 mmol) (Acros Organics), powdered potassium carbonate (3.58 g, 25.98 mmol), 1-Iodo-2-methylpropane (4.66 ml, 40.5 mmol), and a catalytic amount of 18-crown-6 in acetonitrile (60 mL) was heated at reflux overnight. The mixture was filtered, and the filter cake was washed with acetonitrile. The solvent was evaporated from the combined filtrates and the residue was partitioned between water and ethyl acetate. The layers were separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried (Na2SO4), filtered, evaporated and dried under vacuum to give 1-(isobutyl)-4-(4-nitrophenyl)piperazine) (9.4 g, 92%) as a yellow solid.

후처리

  1. temperatureat reflux overnight
  2. filtrationThe mixture was filtered
  3. washthe filter cake was washed with acetonitrile
  4. customThe solvent was evaporated from the combined filtrates
  5. customthe residue was partitioned between water and ethyl acetate
  6. customThe layers were separated
  7. extractionthe aqueous layer was extracted twice with ethyl acetate
  8. dry with materialThe combined organic layers were dried (Na2SO4)
  9. filtrationfiltered
  10. customevaporated
  11. customdried under vacuum

출처 및 근거

ORD 기록
ord-4754a8151d09420396863f18deb623d8
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094896B2

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