HRID269954

反应详情

EQUATION

反应方程式

HRID 269954 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
110 °C

PROCEDURE

实验过程

A mixture of 2-[1-(3-chloropropyl)-1H-indol-4-yloxy]-2-methylpropionic acid ethyl ester (0.100 g, 0.31 mmol, 1.0 eq), 7-propyl-3-trifluoromethyl-benzo[d]isoxazol-6-ol (0.076 g, 0.31 mmol, 1.0 eq), potassium carbonate (0.064 g, 0.46 mmol, 1.5 eq), potassium iodide (0.010 g, 0.06 mmol, 0.2 eq), and DMF (3 mL) was heated at 110° C. for 1.5 hours. The reaction mixture was cooled to room temperature before 20 mL of water was added. The mixture was then extracted with ethyl acetate (2×20 mL). The organic layer was collected, combined, washed with water (6×20 mL) and brine (2×20 mL), and dried over anhydrous Na2SO4. The solvent was removed in vacuo to give an oily residue, which was purified by filtering through a short silica column using hexane/ethyl acetate (95/5) as an eluant to afford 2-methyl-2-{1-[3-(7-propyl-3-trifluoromethyl-benzo[d]isoxazol-6-yloxy)-propyl]-1H-indol-4-yloxy}-propionic acid ethyl ester (0.140 g, yield: 85%).

WORKUP

后处理

  1. additionwas added
  2. extractionThe mixture was then extracted with ethyl acetate (2×20 mL)
  3. customThe organic layer was collected
  4. washwashed with water (6×20 mL) and brine (2×20 mL)
  5. dry with materialdried over anhydrous Na2SO4
  6. customThe solvent was removed in vacuo
  7. customto give an oily residue, which
  8. customwas purified
  9. filtrationby filtering through a short silica column