Reaktion #70122

Reaktionsgleichung

water

1-naphthol

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

potassium carbonate

→

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

Ausbeute 75.0%

Lösungsmittel

toluene

dimethyl sulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe dispersion was heated
2. 2
   TemperaturAfter cooling
3. 3
   Sonstigewas separated
4. 4
   WaschenIt was washed 2 times with 50 g of water, 5 times with 2.5 wt % sodium hydroxide aqueous solution
5. 5
   EinengenThe organic layer was concentrated
6. 6
   Sonstigeobtaining 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
   Sonstigewas recovered (yield 75%)

Vorschrift

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%).

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