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

HRID 72757

反応式

HRID 72757 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5ec2d21edca24238b918011c1f187676
出典データセット
uspto-grants-2014_09
特許番号
US08829000B2

関連ノート

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