Реакция #523885

Уравнение реакции

boron trifluoride etherate

diethoxymethyl acetate

ethyl propenyl ether ethanol

triethyl orthoformate

→

oil

Выход 92.0%

1,1,3,3-tetraethoxy-2-methylpropane

Выход 92.0%

Растворители

ether

Условия реакции

Обработка

1. 1
   Другоеthe resulting exotherm (5° to 37° C.) is controlled with an ice bath
2. 2
   Промывкаwashed with water, saturated aqueous sodium bicarbonate and again with water
3. 3
   СушкаDrying (MgSO4)
4. 4
   Другоеfollowed by solvent removal

Методика

A solution of one equivalent of diethoxymethyl acetate and one equivalent of a ethyl propenyl ether/ethanol mixture is stirred at ambient temperature for 30 min. followed by the addition of 1.3 equivalents of triethyl orthoformate. After cooling to 5° C. 1.5 ml. of boron trifluoride etherate is added and the resulting exotherm (5° to 37° C.) is controlled with an ice bath. After stirring at ambient temperature overnight the yellow reaction solution is diluted with ether and washed with water, saturated aqueous sodium bicarbonate and again with water. Drying (MgSO4) followed by solvent removal afforded a 92% yield of oil which is shown by glc to be ~80% pure product, δ(TMS, CDCl3) 4.44 (d, 2H, CH--O); 3.3-4.0 (complex, 8H, ethyl methylene), ~2.1 (m, 1H, CH3 --CH), 1.1 (t, 12H, ethyl methyls), and 1.0 (d, 3H, CH3 --CH).

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