HRID1685500

反应详情

EQUATION

反应方程式

HRID 1685500 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
95 °C

PROCEDURE

实验过程

The product from Example 1C (80 mg, 0.38 mmol), the product from Example 31A (155 mg, 0.51 mmol), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (34 mg, 0.034 mmol), tris(dibenzylideneacetone)dipalladium(0) (10.4 mg, 0.011 mmol), and sodium tert-butoxide (54.2 mg, 0.054 mmol) were combined with toluene (5 mL). The suspension was evacuated and purged with nitrogen. The mixture was heated at 95° C. under nitrogen for 4 h. The residue was partitioned between saturated sodium bicarbonate solution(aq) (100 mL) and EtOAc (2×50 mL). The combined organic extract was washed with brine (100 mL), dried (Na2SO4) and concentrated under vacuum. The residue was purified by flash chromatography (eluted with EtOAc) on silica to provide the title compound (150 mg, 91%). MS (APCI) m/z 437 (M+H)+.

WORKUP

后处理

  1. customThe suspension was evacuated
  2. custompurged with nitrogen
  3. customThe residue was partitioned between saturated sodium bicarbonate solution(aq) (100 mL) and EtOAc (2×50 mL)
  4. extractionThe combined organic extract
  5. washwas washed with brine (100 mL)
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated under vacuum
  8. customThe residue was purified by flash chromatography (eluted with EtOAc) on silica