HRID2422504

反应详情

EQUATION

反应方程式

HRID 2422504 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

To a solution of 7-bromo-2-oxo-2H-chromen-4-yl trifluoromethanesulfonate (prepared as described in U.S. Pat. No. 5,552,437) (1.1 g, 3.0 mmol) and 3-methylbenzeneboronic acid (450 mg, 3.3 mmol) in THF (12 mL), tricyclohexylphosphine (30 mg, 0.1 mmol) and potassium fluoride (574 mg, 9.9 mmol) were added. The reaction mixture was purged twice with nitrogen before palladium (II) acetate (20 mg, 0.1 mmol) was added. After 16 hours stirring at room temperature the reaction mixture was filtered over celite and the filtrate was concentrated under reduced pressure. The crude residue obtained was purified by column chromatography (CH2Cl2/hexanes, 70:30). To afford the title compound 1H NMR (400 MHz, acetone-d6): 7.67 (s, 1H), 7.53-7.33 (m, 6H), 6.40 (s, 1H), 2.46 (s, 3H).

WORKUP

后处理

  1. additionwas added
  2. filtrationwas filtered over celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe crude residue obtained
  5. customwas purified by column chromatography (CH2Cl2/hexanes, 70:30)