Pyridine → 3,5-Dinitrophenyl cinnamate

HRID 2120312Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120312
[C:1](Cl)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:12]([C:15]1[CH:16]=[C:17]([OH:24])[CH:18]=[C:19]([N+:21]([O-:23])=[O:22])[CH:20]=1)([O-:14])=[O:13].N1C=CC=CC=1>CC(C)=O>[C:1]([O:24][C:17]1[CH:16]=[C:15]([N+:12]([O-:14])=[O:13])[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=1)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 114593,5-DinitrophenolHCID 660233-Phenylprop-2-enoyl chloride

Produkt 1

HCID 3182223,5-Dinitrophenyl cinnamateAusbeute 71,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel3×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

66.64 g (0.4 mole) of cinnamoyl chloride and 300 g of methyl ketone (hereinafter referred to as MEK) were placed in a reaction vessel to be stirred by heating at 60° C. under a nitrogen current. 73.64 g (0.4 mole) of 3,5-dinitrophenol, 50 g of pyridine, and 500 g of MEK were added dropwise to the above reaction vessel using a dropping funnel. After that, reflux stirring was conducted for approximately 2 hours under a nitrogen current. After the completion of the reaction, the precipitate was separated by filtration. The filtrate was concentrated until crystals separated out and poured into methanol. 90 g of light yellow colored needle-like crystals (2, 4-dinitrophenyl cinnamate) were yielded.

Aufarbeitung

  1. customwere placed in a reaction vessel
  2. temperatureAfter that, reflux
  3. stirringstirring
  4. customAfter the completion of the reaction
  5. customthe precipitate was separated by filtration
  6. concentrationThe filtrate was concentrated until crystals
  7. customseparated out and
  8. additionpoured into methanol

Quellen und Nachweise

ORD-Eintrag
ord-0fec1c9e49e14b37bfa8323f97eacba2
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689899B2

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