反応 #833521

反応方程式

THF

4a

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

→

5a

収率 80.0%

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

収率 80.0%

溶媒

ether

反応条件

後処理

1. 1
   洗浄washed with a saturated solution of NaHCO3 and water
2. 2
   乾燥The organic layer was dried with MgSO4
3. 3
   その他the solvent removed under reduced pressure
4. 4
   その他The crude product was purified by column chromatography on silica gel (1:1 CH2Cl2/hexane)

実験手順

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.).

出典