Acetic Acid → Methyl 5-(2-nitrophenyl)-3-oxopent-4-enoate

HRID 2351942노트

반응식

HRID 2351942 반응식
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=O)([O-:3])=[O:2].[C:12]([O:18][CH3:19])(=[O:17])[CH2:13][C:14]([CH3:16])=[O:15].N1CCCCC1.C(O)(=O)C>C1C=CC=CC=1>[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[CH:16][C:14](=[O:15])[CH2:13][C:12]([O:18][CH3:19])=[O:17])([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 7757Methyl acetoacetateHCID 8082PiperidineHCID 111012-Nitrobenzaldehyde

생성물 1

HCID 53723829Methyl 5-(2-nitrophenyl)-3-oxopent-4-enoate수율 98%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

o-Nitrobenzaldehyde (7.6 g, 0.05 mole) and methyl acetoacetate (5.8 g, 0.05 mole) are dissolved in benzene (40 ml), and thereto are added piperidine (0.2 ml) and acetic acid (0.6 ml), and the mixture is refluxed for 5 hours. The produced water is removed, and when a stoichiometic amount of water is distilled off, the reaction is stopped. After completion of the reaction, the reaction mixture is washed with 5% hydrochloric acid and then with water, and the solvent is distilled off under reduced pressure to give the title compound (12.2 g, yield 98%) as a brown oil.

후처리

  1. temperaturethe mixture is refluxed for 5 hours
  2. customThe produced water is removed
  3. distillationwhen a stoichiometic amount of water is distilled off
  4. customAfter completion of the reaction
  5. washthe reaction mixture is washed with 5% hydrochloric acid
  6. distillationwith water, and the solvent is distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-b57d384df9ce43ceb72c67800f3f58dd
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04874773

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