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

HRID 599823
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HRID 599823 반응식
[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]
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참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

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온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b49c7f05a5414ea58f1ddf57d04a05ef
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897792B2

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