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

HRID 2351942ノート

反応式

HRID 2351942 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b57d384df9ce43ceb72c67800f3f58dd
出典データセット
uspto-grants-1989_10
特許番号
US04874773

反応ノート

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