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Potassium Carbonate → Ethyl 3-[1-(4-acetyl-2-nitrophenyl)-1H-imidazol-2-yl]-propanoate

HRID 72772
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HRID 72772 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[NH:14]1[CH:18]=[CH:17][N:16]=[C:15]1[CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22].C(=O)([O-])[O-].[K+].[K+].CN(C)C(=O)C>C(OCC)C>[C:8]([C:5]1[CH:6]=[CH:7][C:2]([N:14]2[CH:18]=[CH:17][N:16]=[C:15]2[CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:3]([N+:11]([O-:13])=[O:12])[CH:4]=1)(=[O:10])[CH3:9]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 27346124'-Fluoro-3'-nitroacetophenoneHCID 22259341Ethyl 3-(1H-imidazol-2-YL)propanoate

생성물 1

HCID 59198914Ethyl 3-[1-(4-acetyl-2-nitrophenyl)-1H-imidazol-2-yl]-propanoate수율 69%

시약·촉매·용매 1

HCID 3283
Diethyl Ether
용매

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온도
100 °C

실험 절차

A mixture of 4′-fluoro-3′-nitroacetophenone 2.04 g, ethyl 3-(1H-imidazol-2-yl)propanoate 1.87 g, potassium carbonate 3.07 g and N,N-dimethylacetamide 28 mL was heated at 100° C. for 16.5 hours. The reaction liquid was allowed to cool off and to which 60 mL of diethyl ether was added, followed by filtration. Adding 100 mL of water to the filtrate, the organic layer was separated. The aqueous layer was extracted with 100 mL of diethyl ether. The extract was combined with the organic layer, washed twice with 20 mL of water and once with 10 mL of saturated brine by the order stated, and dried over magnesium sulfate. Distilling the solvent off under reduced pressure, 2.54 g of the title compound was obtained.

후처리

  1. customThe reaction liquid
  2. additionwas added
  3. filtrationfollowed by filtration
  4. additionAdding 100 mL of water to the filtrate
  5. customthe organic layer was separated
  6. extractionThe aqueous layer was extracted with 100 mL of diethyl ether
  7. washwashed twice with 20 mL of water and once with 10 mL of saturated brine by the order
  8. dry with materialdried over magnesium sulfate
  9. distillationDistilling the solvent off under reduced pressure

출처 및 근거

ORD 기록
ord-26b8b4cf5263426fbdedf8d120e736dd
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829000B2

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