反应 #55930

ord-08ac720d979540f3b8396da6e9dfdd2f

反应方程式

CCOC(C)OC(CC=C(C)C)C(C)CCOC(C)=O
8-acetoxy-2,6-dimethyl-5-[(1-ethoxyethoxy)]-2-octene
O=C([O-])[O-]
carbonate
O
water
CCOC(C)OC(CC=C(C)C)C(C)CCO
3,7-dimethyl-4-[(1-ethoxyethoxy)]-6-octen-1-ol

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他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
    干燥The organic phase is dried (Na2SO4)
  4. 4
    其他evaporated in vacuo
  5. 5
    其他to give the crude product
  6. 6
    其他This material is further purified by column chromatography on silica gel (25 g, 15% ethyl acetate in hexane)

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US04222937uspto-grants-1980_09