تفاعل #55930

ord-08ac720d979540f3b8396da6e9dfdd2f

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىMost 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
    تجفيفThe organic phase is dried (Na2SO4)
  4. 4
    أخرىevaporated in vacuo
  5. 5
    أخرىto give the crude product
  6. 6
    أخرىThis material is further purified by column chromatography on silica gel (25 g, 15% ethyl acetate in hexane)

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04222937uspto-grants-1980_09