Hydrochloric Acid → gamma-Oxo-1-pyrenebutyric acid

HRID 1594451

Reaktionsgleichung

Reaktionsgleichung von HRID 1594451
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[Al+3].[Cl-].[Cl-].[Cl-].[CH:12]1[C:25]2[C:26]3=[C:27]4[C:22](=[CH:23][CH:24]=2)[CH:21]=[CH:20][CH:19]=[C:18]4[CH:17]=[CH:16][C:15]3=[CH:14][CH:13]=1.Cl>[N+](C1C=CC=CC=1)([O-])=O>[O:7]=[C:1]([C:19]1[C:18]2[C:27]3=[C:26]4[C:15](=[CH:16][CH:17]=2)[CH:14]=[CH:13][CH:12]=[C:25]4[CH:24]=[CH:23][C:22]3=[CH:21][CH:20]=1)[CH2:2][CH2:3][C:4]([OH:6])=[O:5]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7922Succinic anhydrideHCID 31423PyreneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 82011gamma-Oxo-1-pyrenebutyric acidAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7416NitrobenzeneLösungsmittel

Versuchsvorschrift

To a solution of 0.5 g (5 mmol) of succinic anhydride in 60 ml of nitrobenzene, 1.32 g (5 mmol) of anhydrous AlCl3 and 1 g (5 mmol) of pyrene were added at 0° C. After a reaction time of 18 hours at room temperature, the solution was poured onto 30 ml of iced hydrochloric acid (25%), forming a precipitate. Filtration and recrystallization from EtOH yielded 1.233 g (82%) of 4-oxo-4-(pyrene-1-yl)-butyric acid.

Aufarbeitung

  1. customforming a precipitate
  2. filtrationFiltration and recrystallization from EtOH

Quellen und Nachweise

ORD-Eintrag
ord-0b231b518cb844c68239177298230ff2
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07301043B2

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