Diisopropylethylamine → Ethyl 4-(2-isopropyl-1H-imidazol-1-yl)-3-nitrobenzoate

HRID 72757

반응식

HRID 72757 반응식
F[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH:16]([C:19]1[NH:20][CH:21]=[CH:22][N:23]=1)([CH3:18])[CH3:17].C(N(CC)C(C)C)(C)C>C(#N)C>[CH:16]([C:19]1[N:20]([C:2]2[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=2[N+:13]([O-:15])=[O:14])[CH:21]=[CH:22][N:23]=1)([CH3:18])[CH3:17]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 1234571H-Imidazole, 2-(1-methylethyl)-HCID 21277355Ethyl 4-fluoro-3-nitrobenzoate

생성물 1

HCID 59198553Ethyl 4-(2-isopropyl-1H-imidazol-1-yl)-3-nitrobenzoate수율 81.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of ethyl 4-fluoro-3-nitrobenzoate 4.26 g, 2-isopropylimidazole 2.20 g, N,N-diisopropylethylamine 5.2 mL and acetonitrile 40 mL was heated under reflux for 24 hours. After distilling the solvent off, water was added to the residue and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and removed of the solvent by distillation, to provide 4.95 g of the title compound.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. distillationAfter distilling the solvent off, water
  4. additionwas added to the residue
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with brine
  7. dry with materialdried over magnesium sulfate
  8. customremoved of the solvent by distillation

출처 및 근거

ORD 기록
ord-5ec2d21edca24238b918011c1f187676
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829000B2

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