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Water → 2-(2-Nitrobenzoylamino)-3-oxobutanoic acid ethyl ester

HRID 1046777
ノート
印刷プレビュー

反応式

HRID 1046777 の反応式
[N+](=[CH:3][C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[N-].[N+:12]([C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([NH2:19])=[O:18])([O-:14])=[O:13].O.C(OCC)(=O)C>C(Cl)Cl>[CH2:9]([O:8][C:6](=[O:7])[CH:5]([NH:19][C:17](=[O:18])[C:16]1[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=1[N+:12]([O-:14])=[O:13])[C:4](=[O:11])[CH3:3])[CH3:10]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 118762-NitrobenzamideHCID 539990751-Diazonio-4-ethoxy-4-oxobut-1-en-2-olate

生成物 1

HCID 591394022-(2-Nitrobenzoylamino)-3-oxobutanoic acid ethyl ester収率 77%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

反応条件

温度
40 °C

実験手順

Rh2(OAc)4 (30 mg, 0.063 mmol) was added to a solution of ethyl diazoacetoacetate (1.0 g, 6.32 mmol) and 2-nitrobenzamide (1.05 g, 6.32 mmol) in methylene chloride (15 mL), and the mixture was stirred at 40° C. for a day and a night. Water was then added to the reaction mixture, extraction was performed with ethyl acetate, and the organic extract was washed with water and saturated saline. After drying over magnesium sulfate, it was concentrated under reduced pressure to yield a crude product, which was then purified by column chromatography to yield the title compound (1.42 g, 77%) as a yellow oil.

後処理

  1. extractionthe organic extract
  2. washwas washed with water and saturated saline
  3. dry with materialAfter drying over magnesium sulfate, it
  4. concentrationwas concentrated under reduced pressure
  5. customto yield a crude product, which
  6. customwas then purified by column chromatography

出典と根拠

ORDレコード
ord-bbb75d63f6654aa48b5e6f1d70980744
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08569378B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート