反応 #55929

反応方程式

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

溶媒

ether

ether

反応条件

後処理

1. 1
   乾燥The organic phase is dried (Na2SO4)
2. 2
   その他evaporated in vacuo
3. 3
   その他to give the crude product
4. 4
   その他The crude material is further purified by column chromatography on silica gel (25 g, 5% ethyl acetate in hexane)

実験手順

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.

出典