Реакция #833521

Уравнение реакции

THF

4a

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

→

5a

Выход 80.0%

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

Выход 80.0%

Растворители

ether

Условия реакции

Обработка

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

Методика

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.).

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