反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
To a solution of methyl 5-bromo-2-(2-phenoxyacetamido)benzoate (7.28 g, 20.0 mmol, Intermediate 5, step a) in tetrahydrofuran (215 mL) at −78° C. was added potassium bis(trimethylsilyl)amide (0.5 M solution in toluene, 118.7 mL, 59.37 mmol) over 7 minutes. The mixture was stirred at −78° C. for 5 minutes and 0° C. for 1.5 hours. The resulting cold solution was quenched with water. The white solid formed was completely dissolved by addition of excess water. The aqueous phase was washed once with EtOAc and then acidified to pH>2 by slow addition of 2 N aqueous HCl solution. The off-white precipitate formed was filtered and dried in the air overnight and at 40° C. for 1 hour to provide the title compound.
WORKUP
后处理
- customThe resulting cold solution was quenched with water
- customThe white solid formed
- washThe aqueous phase was washed once with EtOAc
- additionacidified to pH>2 by slow addition of 2 N aqueous HCl solution
- customThe off-white precipitate formed
- filtrationwas filtered
- customdried in the air overnight and at 40° C. for 1 hour