HRID2422225

反应详情

EQUATION

反应方程式

HRID 2422225 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

Methyl 4-[(3-bromophenyl)methoxy]benzenepropanoate (0.80 g, 2.3 mmol), pyrrole (0.17 g, 2.5 mmol), tri-tert-butylphosphine (19 mg, 0.092 mmol) and cesium carbonate (1.3 g, 3.9 mmol) were dissolved in toluene (25 mL) and, after argon substitution, tris(dibenzylidenacetone)dipalladium(0) (84 mg, 0.092 mmol) was added. The reaction mixture was heated under an argon atmosphere at 100° C. for 18 hrs. The reaction mixture was cooled, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water, dried and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=15:1) to give the title compound (56 mg, yield 7%) as a yellow powder.

WORKUP

后处理

  1. temperatureThe reaction mixture was cooled
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=15:1)