StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Malonic Acid → 3-(4-Heptylphenyl)prop-2-enoyl chloride

HRID 460751
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 460751
C(C1C=CC(C=O)=CC=1)CCCCCC.C(O)(=O)CC(O)=O.[CH2:23]([C:30]1[CH:40]=[CH:39][C:33]([CH:34]=[CH:35][C:36](O)=[O:37])=[CH:32][CH:31]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].S(Cl)([Cl:43])=O>N1CCCCC1.CCOCC.N1C=CC=CC=1>[CH2:23]([C:30]1[CH:40]=[CH:39][C:33]([CH:34]=[CH:35][C:36]([Cl:43])=[O:37])=[CH:32][CH:31]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 867Malonic AcidHCID 24386Thionyl ChlorideHCID 109216344-HeptylbenzaldehydeHCID 53734772p-n-Heptylcinnamic acid

Produkt 1

HCID 541980353-(4-Heptylphenyl)prop-2-enoyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8082Piperidine
Katalysator
HCID 1049PyridineLösungsmittel
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

8.8 G. of p-n-heptylbenzaldehyde and 8.74 g. of malonic acid are dissolved in 7 ml. of absolute pyridine, treated with 8 drops of piperidine and heated at 90°-100° C. for 68 hours. The mixture is then taken up in ether and washed with dilute hydrochloric acid. After recrystallization from ether/hexane, there are obtained 7.5 g. of p-n-heptylcinnamic acid having a melting point of 121°-122° C. and a clearing point of 150°-153° C. 8.2 G. of this acid are boiled at reflux in 120 ml. of thionyl chloride for 30 minutes. The excess thionyl chloride is removed by distillation, the residue taken up three times in absolute toluene, concentrated and dried. The p-n-heptylcinnamic acid chloride obtained can be used in the process directly.

Aufarbeitung

  1. temperatureheated at 90°-100° C. for 68 hours
  2. washwashed with dilute hydrochloric acid
  3. customAfter recrystallization from ether/hexane, there
  4. customare obtained 7.5 g
  5. customa clearing point of 150°-153° C
  6. temperatureat reflux in 120 ml
  7. customThe excess thionyl chloride is removed by distillation
  8. concentrationconcentrated
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5f90ec3a2e5b4aa7b1e6ba6e6613cfcf
Quelldatensatz
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04061587

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion