HRID908013

反应详情

EQUATION

反应方程式

HRID 908013 反应方程式

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 mixture of 4-fluorobenzaldehyde (248 mg, 2 mmol) and (E)-6-fluoro-4-((1-methyl-1H-imidazol-2-yl)methyleneamino)isobenzofuran-1(3H)-one (518 mg, 2 mmol) in ethyl propionate (10 mL) was cooled to 0° C. Then a solution of sodium ethoxide in ethanol (sodium (184 mg, 8 mmol) in ethanol (5 mL)) was added dropwise. After the addition, the mixture was stirred at room temperature for 0.5 hr. The mixture was quenched with water (20 mL) and solvents were removed in vacuum. The residues were dissolved in water and extracted with ethyl acetate three times. The combined organic layers were washed with water and brine. After the removal of solvents, the crude product was purified by flash column chromatography to obtain a yellow solid, which was dried in vacuum at 50° C. to give the title compound (200 mg, yield: 24%). LC-MS (ESI) m/z: 412 (M+1)+.

WORKUP

后处理

  1. additionAfter the addition
  2. customThe mixture was quenched with water (20 mL) and solvents
  3. customwere removed in vacuum
  4. dissolutionThe residues were dissolved in water
  5. extractionextracted with ethyl acetate three times
  6. washThe combined organic layers were washed with water and brine
  7. customAfter the removal of solvents
  8. customthe crude product was purified by flash column chromatography
  9. customto obtain a yellow solid, which
  10. customwas dried in vacuum at 50° C.