Oxygen → 1-Nitroadamantane

HRID 992154

Reaktionsgleichung

Reaktionsgleichung von HRID 992154
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH:11][N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2C1=O.[N+]([O-])=[O:24].[O:26]=O>C(O)(=O)C>[N+:12]([C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2)([O-:11])=[O:24].[C:1]12([OH:11])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[C:16]([O:17][C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2)(=[O:26])[CH3:15].[CH:15]12[CH2:14][CH:21]3[CH2:20][CH:19]([CH2:8][CH:1]([CH2:2]3)[C:16]1=[O:17])[CH2:18]2

Komponenten

9

Edukt 4

HCID 977OxygenHCID 9238Adamantane2×HCID 10665N-HydroxyphthalimideHCID 178526396Nitrogen Dioxide

Produkt 4

HCID 64151AdamantanoneAusbeute 4 %HCID 641521-AdamantanolAusbeute 1 %HCID 641651-NitroadamantaneAusbeute 75 %HCID 5199731-Adamantyl acetateAusbeute 5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Into a flask, 1 mmole of adamantane, 0.1 mmole of N-hydroxyphthalimide, 15 mmole of nitrogen dioxide (NO2) and 3 ml of acetic acid were added and stirred for 5 hours at 60° C. in an atmosphere of oxygen. The reaction products were analyzed by gas chromatography, and, as a result, the conversion of adamantane was. 96%, and nitroadamantane (yield 75%), adamantanol (yield 1%), acetyloxyadamantane (yield 5%) and adamantanone (yield 4%) were formed.

Quellen und Nachweise

ORD-Eintrag
ord-e8a5af2c19d64177a4931d80343ef331
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06468487B1

Verknüpfte Notizen

Wird geladen…