反应 #1106642

ord-3b7a1f69344e4b4391f5ea65bae6d1bf

反应方程式

[Na+].[OH-]
NaOH
COCOc1ccc(C(=O)CCc2ccc(OC)nc2)c(O)c1
1-(2-hydroxy-4-(methoxymethoxy)phenyl)-3-(6-methoxypyridin-3-yl)propan-1-one
O=C(O)C(F)(F)F
TFA
COc1ccc(CCC(=O)c2ccc(O)cc2O)cn1
white solid
收率 35.8%
COc1ccc(CCC(=O)c2ccc(O)cc2O)cn1
2,4-dihydroxyphenyl-3-(6-methoxypyridin-3-yl)propan-1-one
收率 35.8%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取The aqueous was extracted with 100 ml EtOAc
  2. 2
    洗涤The organic layer was washed with brine
  3. 3
    干燥dried (Na2SO4)
  4. 4
    浓缩concentrated
  5. 5
    其他The residue was purified by silica gel chromatography (15% EtOAc/Hexane)

实验过程

To a solution of 1-(2-hydroxy-4-(methoxymethoxy)phenyl)-3-(6-methoxypyridin-3-yl)propan-1-one (1.62 g, 5.11 mmol) in CH3CN (30 ml) at room temperature was added TFA (2 ml) dropwise, two drops of water. The reaction was stirred at same temperature for 8 h. Aqueous 1N NaOH was added to the reaction mixture until pH=7. The aqueous was extracted with 100 ml EtOAc, and the organic layers were combined. The organic layer was washed with brine, dried (Na2SO4) and concentrated. The residue was purified by silica gel chromatography (15% EtOAc/Hexane) to provide 0.5 g (35%) of white solid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08715761B2uspto-grants-2014_05