反応 #70122

反応方程式

water

1-naphthol

2-(2-methoxy-ethoxy)ethyl 4-toluenesulfonate

potassium carbonate

→

1-[2-(2-methoxyethoxy)ethoxy]naphthalene

収率 75.0%

溶媒

toluene

dimethyl sulfoxide

反応条件

後処理

1. 1
   温度The dispersion was heated
2. 2
   温度After cooling
3. 3
   その他was separated
4. 4
   洗浄It was washed 2 times with 50 g of water, 5 times with 2.5 wt % sodium hydroxide aqueous solution
5. 5
   濃縮The organic layer was concentrated
6. 6
   その他obtaining 21 g of oily matter
7. 7
   workup.DISTILLATIONOn vacuum distillation (120° C./0.06 Torr), 18.6 g of the target compound
8. 8
   その他was recovered (yield 75%)

実験手順

In 110 g of dimethyl sulfoxide were dispersed 21.6 g (0.15 mol) of 1-naphthol, 27.4 g (0.1 mol) of 2-(2-methoxy-ethoxy)ethyl 4-toluenesulfonate, and 20.7 g (0.15 mol) of potassium carbonate. The dispersion was heated and stirred at 80° C. for 3 hours. After cooling, the solution was combined with 200 g of water and 200 g of toluene, from which an organic layer was separated. It was washed 2 times with 50 g of water, 5 times with 2.5 wt % sodium hydroxide aqueous solution and then 4 times with 100 g of water. The organic layer was concentrated, obtaining 21 g of oily matter. On vacuum distillation (120° C./0.06 Torr), 18.6 g of the target compound was recovered (yield 75%).

出典