Реакция #831128

Уравнение реакции

2-methoxyethanol

9-anthracenemethanol

2-methoxyethanol

→

9-(2-methoxyethoxy)methylanthracene

Растворители

benzene

sulfuric acid

Условия реакции

Обработка

1. 1
   Температураunder reflux
2. 2
   Температураunder reflux
3. 3
   workup.WAITAfter standing at room temperature overnight
4. 4
   Промывкаthe reaction mixture was washed with saturated aqueous sodium bicarbonate
5. 5
   Сушкаdried over anhydrous MgSO4
6. 6
   Другоеevaporated
7. 7
   ДругоеThe residual crude oil (63 g) was chromatographed on silica gel (Wakogel C-200, manufactured by Wako Pure Chemical Industries, Ltd.) with n-hexane/ethyl acetate [50/1→25/1→8/1 (V/V)] as eluent

Методика

To a solution of 2-methoxyethanol (1 l) in benzene (1.5 l), conc. sulfuric acid (3 ml) was added and the mixture was heated to 80° C. A solution of 9-anthracenemethanol (45 g, 0.22 mole) in 2-methoxyethanol (450 ml) was added to the mixture under reflux and stirring was continued for 1.5 hours under reflux. After standing at room temperature overnight, the reaction mixture was washed with saturated aqueous sodium bicarbonate, dried over anhydrous MgSO4 and evaporated. The residual crude oil (63 g) was chromatographed on silica gel (Wakogel C-200, manufactured by Wako Pure Chemical Industries, Ltd.) with n-hexane/ethyl acetate [50/1→25/1→8/1 (V/V)] as eluent to give 47.6 g of 9-(2-methoxyethoxy)methylanthracene as orange yellow oil.

Источник