1,3-Butadiene → 5-Nitro-1,4,4a,9a-tetrahydroanthraquinone

HRID 249205

Reaktionsgleichung

Reaktionsgleichung von HRID 249205
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[C:6](=[O:15])[CH:7]=[CH:8][C:9]2=[O:14])([O-:3])=[O:2].[CH2:16]=[CH:17][CH:18]=[CH2:19].COCCO>O>[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[C:6](=[O:15])[CH:7]1[CH:8]([C:9]2=[O:14])[CH2:19][CH:18]=[CH:17][CH2:16]1)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 78451,3-ButadieneHCID 80192-MethoxyethanolHCID 123364025-Nitronaphthalene-1,4-dione

Produkt 1

HCID 108689405-Nitro-1,4,4a,9a-tetrahydroanthraquinoneAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A mixture comprising 10 g of the obtained 5-nitro-1,4-naphthoquinone, 3.3 g of 1,3-butadiene and 40 ml of ethylene glycol monomethyl ether was retained in a 100-milliliter autoclave at 50° C. for 6 hours with stirring. The reaction pressure was initially 1.2 atmospheres and 1.0 atmosphere when the reaction was over. Thereafter, 60 ml of water was added to the reaction mixture and cooled to 25° C. The precipitated crystals were filtered, washed with 30 ml of methyl alcohol and dried under reduced pressure to obtain 11.9 g of white 5-nitro-1,4,4a,9a-tetrahydroanthraquinone having a purity of 98%.

Aufarbeitung

  1. customThe reaction pressure
  2. filtrationThe precipitated crystals were filtered
  3. washwashed with 30 ml of methyl alcohol
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-98389420ba7b4482934597b289074689
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05213665

Verknüpfte Notizen

Wird geladen…