تفاعل #55929

معادلة التفاعل

sodium bicarbonate

8-acetoxy-2,6-dimethyl-5-hydroxy-2-octene

ethyl vinylether

p-toluenesulfonic acid monohydrate

→

8-acetoxy-2,6-dimethyl-5-[(1-ethoxyethoxy)]-2-octene

المذيبات

ether

ether

ظروف التفاعل

المعالجة

1. 1
   تجفيفThe organic phase is dried (Na2SO4)
2. 2
   أخرىevaporated in vacuo
3. 3
   أخرىto give the crude product
4. 4
   أخرىThe crude material is further purified by column chromatography on silica gel (25 g, 5% ethyl acetate in hexane)

الإجراء التجريبي

A mixture of 8-acetoxy-2,6-dimethyl-5-hydroxy-2-octene (2.27 g, 10.6 mmole), ethyl vinylether (0.82 g. 11.4 mmole), p-toluenesulfonic acid monohydrate (catalytic amount) and ether (50 ml) is stirred at room temperature for 16 hours. The resulting mixture is treated with ether (150 ml) and washes with 5% sodium bicarbonate solution (2×100 ml). The organic phase is dried (Na2SO4), and evaporated in vacuo to give the crude product. The crude material is further purified by column chromatography on silica gel (25 g, 5% ethyl acetate in hexane) to give 8-acetoxy-2,6-dimethyl-5-[(1-ethoxyethoxy)]-2-octene as a colorless oil.

المصدر