反应 #586158

ord-aa54ebc48d824430b21527073e9c4b12

反应方程式

COc1ccc(C(=O)C=Cc2ccc(O)cc2O)cc1OC
2,4-Dihydroxy-3′,4′-dimethoxychalcone
[BH4-].[Na+]
sodium borohydride
CC(=O)O
acetic acid
COc1ccc(CCC(O)c2ccc(O)cc2O)cc1OC
1-(2,4-dihydroxyphenyl)-3-(3,4-dimethoxyphenyl)-1-propanol

反应条件

温度
80°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他to react at room temperature for 2 hours
  2. 2
    workup.ADDITIONwas added
  3. 3
    温度cooled down
  4. 4
    其他The mixture was then separated on a pre-packed C18 column
  5. 5
    洗涤eluting with a MeOH/H2O gradient

实验过程

2,4-Dihydroxy-3′,4′-dimethoxychalcone (4) (40 mg) was dissolved in 1-propanol (5 ml), followed by the addition of sodium borohydride (15 mg) and the mixture was allowed to react at room temperature for 2 hours. Upon completion of the reaction, 20% acetic acid (0.2 ml) was added and the mixture was heated at 80° C. for 5 minutes and cooled down. The mixture was then separated on a pre-packed C18 column eluting with a MeOH/H2O gradient to provide 1-(2,4-dihydroxyphenyl)-3-(3,4-dimethoxyphenyl)-1-propanol (5). The structure of compound (5) was confirmed by MS, UV spectroscopy, 1D and 2D 1H-NMR.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07767661B2uspto-grants-2010_08