반응 #55930

ord-08ac720d979540f3b8396da6e9dfdd2f

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타Most 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
    건조The organic phase is dried (Na2SO4)
  4. 4
    기타evaporated in vacuo
  5. 5
    기타to give the crude product
  6. 6
    기타This material is further purified by column chromatography on silica gel (25 g, 15% ethyl acetate in hexane)

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04222937uspto-grants-1980_09