Acetic Acid → 2-Chloroethyl 2-[(2-nitrophenyl)methylidene]-3-oxobutanoate

HRID 614587ノート

反応式

HRID 614587 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][CH2:19][CH2:20][Cl:21])(=[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]=[C:13]([C:14]([CH3:16])=[O:15])[C:12]([O:18][CH2:19][CH2:20][Cl:21])=[O:17])([O-:3])=[O:2]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 111012-NitrobenzaldehydeHCID 108605Butanoic acid, 3-oxo-, 2-chloroethyl ester

生成物 1

HCID 540729262-Chloroethyl 2-[(2-nitrophenyl)methylidene]-3-oxobutanoate

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 2-nitrobenzaldehyde (4.536 g), 2-chloroethyl acetoacetate (4.94 g) and piperidine (110 mg) in benzene (18 ml) and acetic acid (360 mg) was refluxed for an hour under azeotropic dehydration. The reaction mixture was washed with water and dried. The solvent was distilled off to give an reddish oil of 2-chloroethyl 2-(2-nitrobenzylidene)acetoacetate, and thus obtained oil was treated with ethyl 3-amino-4,4-diethoxycrotonate (7.1 g) to give yellow granules of 2-chloroethyl 2-methyl-4-(2-nitrophenyl)- 5-ethoxycarbonyl-6-diethoxymethyl1,4 -dehydropyridine-3-carboxylate, m.p. 82° to 84° C. (recrystallized from diisopropyl ether).

後処理

  1. temperaturewas refluxed for an hour under azeotropic dehydration
  2. washThe reaction mixture was washed with water
  3. customdried
  4. distillationThe solvent was distilled off

出典と根拠

ORDレコード
ord-8b66e163e2d949c8b55ff143b0af7daa
出典データセット
uspto-grants-1979_03
特許番号
US04145432

反応ノート

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