反応 #2501399

反応方程式

2-Methylthianaphthene

diphenyliodonium triflate

ethyl ether

→

1-phenyl-2-methylbenzothiophenium triflate

収率 76.0%

溶媒

water

反応条件

後処理

1. 1
   温度After cooling down
2. 2
   ろ過Filtration
3. 3
   洗浄washing with ethyl ether
4. 4
   その他Yielded a brownish-grey solid, which
5. 5
   ろ過the solution filtered
6. 6
   その他the water removed in vacuo
7. 7
   ろ過the mixture filtered
8. 8
   洗浄the residue washed with ethyl ether
9. 9
   その他The product was recrystallized from dichloromethane/t-butyl methyl ether

実験手順

2-Methylthianaphthene (5 g 0.0327 mole), diphenyliodonium triflate (18.28 g, 0.0425 mole) and copper benzoate (0.1 g, 0.000327 mole) were heated without solvent for 0.5 hours at 140° C. under a nitrogen atmosphere. After cooling down, 150 ethyl ether was added to solidify the product. Filtration and washing with ethyl ether Yielded a brownish-grey solid, which was dissolved in 500 ml hot water, and the solution filtered and the water removed in vacuo. The resulting off-white solid was stirred in 50 ml ethyl ether for 1 hour, the mixture filtered and the residue washed with ethyl ether. The product was recrystallized from dichloromethane/t-butyl methyl ether to yield 8.97 g (76%) of 1-phenyl-2-methylbenzothiophenium triflate. The structure was confirmed by 1H/13C NMR spectroscopy.

出典