Reaktion #833521

Reaktionsgleichung

THF

4a

1,4-dimethoxy-6,7,10,11-tetrakis(decyloxy)triphenylene

→

5a

Ausbeute 80.0%

6,7,10,11-tetrakis(decyloxy)triphenylene-1,4-dione

Ausbeute 80.0%

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with a saturated solution of NaHCO3 and water
2. 2
   TrocknenThe organic layer was dried with MgSO4
3. 3
   Sonstigethe solvent removed under reduced pressure
4. 4
   SonstigeThe crude product was purified by column chromatography on silica gel (1:1 CH2Cl2/hexane)

Vorschrift

An aqueous solution (1 mL) of (NH4)2Ce(NO3)6 (0.035 g, 0.064 mmol) was added dropwise to a THF solution (5 mL) of 4a (0.029 g, 0.032 mmol). The reaction mixture immediately turned deep red. After 6 h the reaction mixture was poured into ether and washed with a saturated solution of NaHCO3 and water. The organic layer was dried with MgSO4 and the solvent removed under reduced pressure. The crude product was purified by column chromatography on silica gel (1:1 CH2Cl2/hexane) to afford 5a as a deep red solid in 80% yield (mp 86-87° C.).

Quelle