HRID865457

反应详情

EQUATION

反应方程式

HRID 865457 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
-78 °C

PROCEDURE

实验过程

To ((7-chloro-2-quinolinyl)methyl)triphenylphosphonium bromide (525 mg, 1.01 mmol, U.S. Pat. No. 4,851,409, Example 4, Step 2) in a THF (2 mL) solution at -78° C. was added dropwise 1.6M nBuLi (472 mL, 0.945 mmol). After a few minutes, the aldehyde of Step 11 (140 mg, 0.338 mmol) was then added and the resulting mixture was stirred at -78° C. for 30 min. The reaction mixture was then allowed to warm to r.t. for 30 min and was quenched by the addition of 25% aq NH4OAc. The title product was then extracted with EtOAc, dried on Na2SO4 and evaporated under reduced pressure. After purification by flash chromatography (20% EtOAc in toluene), the title compound was obtained as an oil (170 mg, 89%).

WORKUP

后处理

  1. waitAfter a few minutes
  2. temperatureto warm to r.t. for 30 min
  3. customwas quenched by the addition of 25% aq NH4OAc
  4. extractionThe title product was then extracted with EtOAc
  5. customdried on Na2SO4
  6. customevaporated under reduced pressure
  7. customAfter purification by flash chromatography (20% EtOAc in toluene)