2-Butenoic acid, 3-amino-, ethyl ester → Diethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(trichloromethyl)-3,5-pyridinedicarboxylate

HRID 364955

Reaktionsgleichung

Reaktionsgleichung von HRID 364955
[Cl:1][C:2]([Cl:22])([Cl:21])[C:3](=[O:20])[C:4](=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:23][C:24]([CH3:31])=[CH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27]>C(O)(C)(C)C>[OH:20][C:3]1([C:2]([Cl:21])([Cl:22])[Cl:1])[CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)[C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:24]([CH3:31])[NH:23]1

Komponenten

4

Edukt 2

HCID 953082-Butenoic acid, 3-amino-, ethyl esterHCID 54196727Ethyl 4,4,4-trichloro-2-(3-nitrophenylmethylene)-3-oxobutanoate

Produkt 1

HCID 20189412Diethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(trichloromethyl)-3,5-pyridinedicarboxylateAusbeute 40.747,301 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

Ethyl 4,4,4-trichloro-2-(3-nitrophenylmethylene)-3-oxobutanoate (7.19 g, 0.02 mmoles) and ethyl 3-amino-2-butenoate (2.53 g) were heated at 60° for 24 hours in tert-butanol (60 ml). The solvent was evaporated and the residue chromatographed on silica eluting with ether/petroleum ether (60°-80°) mixtures to give the title compound (4.04 g). Recrystallised from 2-propanol. mp 125°-6.5°.

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue chromatographed on silica eluting with ether/petroleum ether (60°-80°)

Quellen und Nachweise

ORD-Eintrag
ord-55e7cba251eb449a8787ee6914339ea5
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04607041

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