反応 #55930

反応方程式

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

carbonate

water

→

3,7-dimethyl-4-[(1-ethoxyethoxy)]-6-octen-1-ol

溶媒

methanol

反応条件

後処理

1. 1
   その他Most of the methanol is removed in vacuo
2. 2
   workup.ADDITIONthe residue is treated with ethyl acetate (500 ml) and water (200 ml)
3. 3
   乾燥The organic phase is dried (Na2SO4)
4. 4
   その他evaporated in vacuo
5. 5
   その他to give the crude product
6. 6
   その他This material is further purified by column chromatography on silica gel (25 g, 15% ethyl acetate in hexane)

実験手順

A mixture of 8-acetoxy-2,6-dimethyl-5-[(1-ethoxyethoxy)]-2-octene (0.5 mmole), saturated potassim carbonate solution (9 ml), water (6 ml) and methanol (100 ml) is stirred for 3 hours at room temperature. Most of the methanol is removed in vacuo and the residue is treated with ethyl acetate (500 ml) and water (200 ml). The organic phase is dried (Na2SO4) and evaporated in vacuo to give the crude product. This material is further purified by column chromatography on silica gel (25 g, 15% ethyl acetate in hexane) to give 3,7-dimethyl-4-[(1-ethoxyethoxy)]-6-octen-1-ol as a colorless oil.

出典