HRID1391763

反应详情

EQUATION

反应方程式

HRID 1391763 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

A solution of 3-methyl-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}-1-butanol (180 mg, 0.58 mmol) in dry THF (12 mL) under nitrogen was treated with ethyl (4-hydroxy-2-methylphenoxy)acetate (122 mg, 0.58 mmol) and cooled to 0° C. This was treated portion-wise with ADDP (0.3 g, 1.2 mmol), then drop-wise with nBu3P (0.29 mL, 1.2 mmol). The resulting pale yellow suspension allowed to warm to rt slowly over 16 hours. The solvent was removed under vacuum and the residue partitioned between EtOAc (60 mL) and water (60 mL) and the layers separated. The aqueous was re-extracted with EtOAc (60 mL) and the combined organic layer dried (Na2SO4) and reduced. Purification by SPE (silica, 10 g cartridge) eluting with cyclohexane:EtOAc (gradient 99:1 to 49:1) gave the title compound as a colourless oil (137 mg).

WORKUP

后处理

  1. temperatureto warm to rt slowly over 16 hours
  2. customThe solvent was removed under vacuum
  3. customthe residue partitioned between EtOAc (60 mL) and water (60 mL)
  4. customthe layers separated
  5. extractionThe aqueous was re-extracted with EtOAc (60 mL)
  6. dry with materialthe combined organic layer dried (Na2SO4)
  7. customPurification by SPE (silica, 10 g cartridge)
  8. washeluting with cyclohexane