HRID1497980

反应详情

EQUATION

反应方程式

HRID 1497980 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
65 °C

PROCEDURE

实验过程

A screw cap tube was loaded with (4-formylphenyl)boronic acid (450 mg, 3 mmol), ethylbromoacetate (0.22 mL, 2 mmol), potassium carbonate (830 mg, 6 mmol), Pd2(dba)3 (46 mg, 0.05 mmol), tri-1-naphtylphosphine (62 mg, 0.15 mmol), H2O (0.5 mL), and THF (4.5 mL). The mixture was degased with nitrogen for 5 minutes and then heated to 65° C. for 18 hours. The reaction was cooled to room temperature and diluted with ethyl acetate (50 mL) and washed with water (2×50 mL). The organic phase was filtered through a phase separator and the solvent was removed in vacuo. The residue was purified by silica gel chromatography, eluting with 0-20% EtOAc in isohexane, to yield ethyl 2-(4-formylphenyl)acetate as colourless oil (327 mg, 57%).

WORKUP

后处理

  1. customA screw cap tube
  2. customThe mixture was degased with nitrogen for 5 minutes
  3. temperatureThe reaction was cooled to room temperature
  4. additiondiluted with ethyl acetate (50 mL)
  5. washwashed with water (2×50 mL)
  6. filtrationThe organic phase was filtered through a phase separator
  7. customthe solvent was removed in vacuo
  8. customThe residue was purified by silica gel chromatography
  9. washeluting with 0-20% EtOAc in isohexane