Hydrochloric Acid → 1-Pyrenebutanoic acid

HRID 1594452

Reaktionsgleichung

Reaktionsgleichung von HRID 1594452
O=[C:2]([C:8]1[C:21]2[C:22]3=[C:23]4[C:18](=[CH:19][CH:20]=2)[CH:17]=[CH:16][CH:15]=[C:14]4[CH:13]=[CH:12][C:11]3=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].O.NN.[OH-].[K+].Cl>C(O)COCCO>[C:8]1([CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6])[C:21]2[C:22]3=[C:23]4[C:18](=[CH:19][CH:20]=2)[CH:17]=[CH:16][CH:15]=[C:14]4[CH:13]=[CH:12][C:11]3=[CH:10][CH:9]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 82011gamma-Oxo-1-pyrenebutyric acid

Produkt 1

HCID 769771-Pyrenebutanoic acidAusbeute 71,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8117Diethylene GlycolLösungsmittel

Versuchsvorschrift

1 g (2.78 mmol) of 4-oxo-4-(pyrene-1-yl)-butyric acid was dissolved in 30 ml diethylene glycol and 0.5 9 (10 mmol) of hydrazine hydrate as well as 0.56 g (10 mmol) of KOH added thereto. The reaction solution was heated under reflux for 2 hours and then poured onto iced hydrochloric acid (25%), forming a yellow precipitate. Filtration of the solid and recrystallization from EtOH yielded 570 mg (71%) of 4-(pyrene-1-yl)-butyric acid.

Aufarbeitung

  1. temperatureThe reaction solution was heated
  2. temperatureunder reflux for 2 hours
  3. customforming a yellow precipitate
  4. filtrationFiltration of the solid and recrystallization from EtOH

Quellen und Nachweise

ORD-Eintrag
ord-8288b84e067e4bc2b4398109971fc669
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07301043B2

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