반응 #833521

반응 방정식

THF

4a

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

→

5a

수율 80.0%

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

수율 80.0%

용매

ether

반응 조건

후처리

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

실험 절차

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.).

출처