Carbon Dioxide → HCID 54530367, Verbindung

HRID 1732668Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732668
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH3:22])=[C:6]([CH:20]=1)[C:7]([NH:9][CH2:10][CH2:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1)=[O:8].N1CCCCC1.C(O)(=O)[CH2:30][C:31]([OH:33])=[O:32].C(=O)=O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH3:22])=[C:6]([CH:20]=1)[C:7]([NH:9][CH2:10][CH2:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[CH:30][C:31]([OH:33])=[O:32])=[CH:14][CH:13]=1)=[O:8]

Komponenten

6

Edukt 4

HCID 280Carbon DioxideHCID 867Malonic AcidHCID 8082PiperidineHCID 203044095-Chloro-N-[2-(4-formylphenyl)ethyl]-2-methoxybenzamide

Produkt 1

HCID 54530367HCID 54530367, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

31.75 g. 4-[2-(5-chloro-2-methoxybenzamido)-ethyl]-benzaldehyde (m.p. 115°-116° C.) and 1 ml. piperidine are added to 11.5 g. malonic acid in 100 ml. anhydrous pyridine. The reaction mixture is heated on a waterbath until the evolution of carbon dioxide is finished. After cooling, the reaction mixture is poured on to ice/concentrated hydrochloric acid and the precipitate formed is filtered off with suction, whereafter it is recrystallized from ethanol. There are obained 23.4 g. (about 65% of theory) 4-[2-(5-chloro-2-methoxybenzamido)-ethyl]-cinnamic acid; m.p. 197°-198° C.

Aufarbeitung

  1. temperatureAfter cooling
  2. additionthe reaction mixture is poured on to ice/concentrated hydrochloric acid
  3. customthe precipitate formed
  4. filtrationis filtered off with suction, whereafter it
  5. customis recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-12298c1589584c858408baa211173099
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04238506

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