2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 20077445, Verbindung
Reaktionsgleichung
[C:1]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:15][CH3:16])[CH:12]=2)[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:6]1)([O:3][CH3:4])=[O:2].C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>C1C=CC=CC=1>[C:1]([C:5]1[N:6]=[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([O:15][CH3:16])=[CH:10][CH:9]=2)([O:3][CH3:4])=[O:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 3-carbomethoxy-6-methoxy-1-phenyl-3,4-dihydro-isoquinoline (257 mg) and DDQ (217 mg) in benzene (35 mL) was heated at reflux for 1 hr. the mixture was cooled to r.t., filtered through celite washing with toluene and the filtrate was concentrated. Flash chromatography of the residue (silica gel; toluene/EtOAc (85:15)) provided the title compound as a solid.