4-Nitrobenzaldehyde → 2,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dione

HRID 1256922Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1256922
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].C1(C)C=CC=CC=1.[CH3:19][C:20]1([CH3:28])[O:27][C:25](=[O:26])[CH2:24][C:22](=[O:23])[O:21]1.N1CCCCC1>C(O)(=O)C>[CH3:19][C:20]1([CH3:28])[O:27][C:25](=[O:26])[C:24](=[CH:8][C:7]2[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C:22](=[O:23])[O:21]1

Komponenten

6

Edukt 4

HCID 5414-NitrobenzaldehydeHCID 1140TolueneHCID 8082PiperidineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Produkt 1

HCID 8242742,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dioneAusbeute 69,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To 4-nitrobenzaldehyde (15.1 g) were added a toluene (180 mL) solution, Meldrum's acid (14.4 g), piperidine (300 μL) and acetic acid (300 μL) at room temperature, and the mixture was stirred for 5 hr. Insoluble material was collected by filtration, and the obtained solid was washed with ethyl acetate (80 mL). The resulting precipitate was collected by filtration to give the title compound (19.3 g) as a pale-yellow solid.

Aufarbeitung

  1. filtrationInsoluble material was collected by filtration
  2. washthe obtained solid was washed with ethyl acetate (80 mL)
  3. filtrationThe resulting precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-73520dfa6d5345e1ba031d845663de3f
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461209B2

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