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

HRID 894657노트

반응식

HRID 894657 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][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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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-diethoxymethyl-1,4-dihydropyridine-3-carboxylate, m.p. 82° to 84° C. (recrystallized from diisopropyl ether).

후처리

  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

출처 및 근거

ORD 기록
ord-66d1d40009064abaa9943e1e585843b2
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04284634

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