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Hydrochloric Acid → HCID 53917946, Verbindung

HRID 430658
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 430658
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([C:8]([C:10]2[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:11]=2[CH:12]=O)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl-].[CH3:23][O:24][CH2:25][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O.Cl>C1(C)C=CC=CC=1>[CH3:23][O:24][CH:25]=[CH:12][C:11]1[CH:14]=[CH:15][C:16]([O:18][CH3:19])=[CH:17][C:10]=1[C:8](=[O:9])[C:7]1[CH:20]=[CH:21][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 158394314-Methoxy-2-(4-nitrobenzoyl)benzaldehyde

Produkt 1

HCID 53917946HCID 53917946, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140
Toluene
Lösungsmittel

Versuchsvorschrift

10 g of 2-(4-nitrobenzoyl)-4-methoxybenzaldehyde is introduced together with 18 g of (methoxymethyl)triphenylphosphonium chloride in 400 ml of toluene and mixed in portions with 5.9 g of potassium-tert-butylate while being cooled with ice. After 1 hour of stirring while being cooled with ice and a subsequent 3.5 hours of stirring at room temperature, it is mixed with 200 ml of water, weakly acidified with 1N hydrochloric acid and extracted three times with ethyl acetate. The ethyl acetate phases are washed with saturated common salt solution, dried, filtered and concentrated by evaporation. The residue is chromatographed on silica gel with hexane:ethyl acetate=1:1 as an eluant. 6.9 g of 1-methoxy-2-(4-methoxy-2-(4-nitrobenzoyl)phenyl)ethylene as a mixture of the E- and Z-forms is obtained.

Aufarbeitung

  1. temperaturewhile being cooled with ice
  2. temperaturewhile being cooled with ice and a subsequent 3.5 hours
  3. stirringof stirring at room temperature
  4. extractionextracted three times with ethyl acetate
  5. washThe ethyl acetate phases are washed with saturated common salt solution
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation
  9. customThe residue is chromatographed on silica gel with hexane
  10. addition6.9 g of 1-methoxy-2-(4-methoxy-2-(4-nitrobenzoyl)phenyl)ethylene as a mixture of the E-
  11. customZ-forms is obtained

Quellen und Nachweise

ORD-Eintrag
ord-5ea26593c34a47e2bbab182ef2368c73
Quelldatensatz
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06323197B1

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