Dimethylamine → 2-Phenyl-2-(2-cyanoethyl)-6-diazocyclohexanone

HRID 1391245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1391245
C(C1CCCCC1=O)=O.[C:10]1([C:16]2([CH2:25][CH2:26][C:27]#[N:28])[CH2:21][CH2:20][CH2:19][CH:18](C=O)[C:17]2=[O:24])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C1(C)C=CC(S([N:38]=[N+:39]=[N-])(=O)=O)=CC=1.CNC.C(NCC)C>C(OCC)C>[C:10]1([C:16]2([CH2:25][CH2:26][C:27]#[N:28])[CH2:21][CH2:20][CH2:19][C:18](=[N+:38]=[N-:39])[C:17]2=[O:24])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

7

Edukt 5

HCID 674DimethylamineHCID 8021DiethylamineHCID 13661p-Toluenesulfonyl azideHCID 121975852-OxocyclohexanecarbaldehydeHCID 213306102-Phenyl-2-(2-cyanoethyl)-6-formylcyclohexanone

Produkt 1

HCID 213305232-Phenyl-2-(2-cyanoethyl)-6-diazocyclohexanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Reaction of a formyl cyclohexanone derivative with para-toluenesulfonylazide effects displacement of the formyl group by a diazo moiety to provide a diazocyclohexanone derivative. For example, a formyl cyclohexanone derivative such as 2-phenyl-2-(2-cyanoethyl)-6-formylcyclohexanone can be reacted with about an equimolar quantity of para-toluene-sulfonylazide in the presence of dimethylamine or diethylamine, in an organic solvent such as diethyl ether, to provide, for instance, 2-phenyl-2-(2-cyanoethyl)-6-diazocyclohexanone.

Quellen und Nachweise

ORD-Eintrag
ord-359c058491d84e17bb4f41b230e86d91
Quelldatensatz
uspto-grants-1979_02
Patentnummer
US04141893

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