반응 #586161

ord-ec7c2000959f40388bf0ce38b2e60689

용매

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with ethyl acetate (3×10 ml)
  2. 2
    기타evaporated
  3. 3
    기타to remove ethyl acetate
  4. 4
    workup.DISSOLUTIONdissolved in 1-propanol (5 ml)
  5. 5
    workup.ADDITIONSodium borohydride (25 mg) was added to the propanol solution
  6. 6
    기타After the completion of the reaction
  7. 7
    기타the mixture was separated on a pre-packed C18 column
  8. 8
    세척eluting with a MeOH/H2O gradient

실험 절차

Neohesperidin is a glycoside of dihydrochalcone. A total weight of 100 mg of neohesperidin was suspended in 10 ml of 1N HCl and heated at 80° C. for 2 hours. The hydrolyzed product (10) was cooled down and extracted with ethyl acetate (3×10 ml). The ethyl acetate layers were combined, evaporated to remove ethyl acetate and dissolved in 1-propanol (5 ml). Sodium borohydride (25 mg) was added to the propanol solution and stirred at room temperature for 2 hours. After the completion of the reaction, the mixture was separated on a pre-packed C18 column eluting with a MeOH/H2O gradient to provide 1-(2,4,6-trihydroxyphenyl)-3-(3′-hydroxy-4′-methoxyphenyl)-1-propanol (11).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07767661B2uspto-grants-2010_08