反应 #49275

反应方程式

ammonium chloride

phenylboronic acid

chloroform methanol

3-Amino-4-iodo-6-bromophthalimide

→

3-amino-4-phenyl-6-bromophthalimide

收率 66.0%

3-amino-4,6-diphenylphthalimide

收率 11.0%

溶剂

THF

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate
2. 2
   洗涤The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine
3. 3
   干燥dried over anhydrous sodium sulfate
4. 4
   其他The solvent was evaporated under reduced pressure
5. 5
   其他The residue was purified by slurry

实验过程

3-Amino-4-iodo-6-bromophthalimide (80.0 mg, 0.218 mmol) was dissolved in THF (5.6 mL), and the solution was added with phenylboronic acid (80 mg, 0.65 mmol), tetrakis(triphenylphosphine)palladium (20 mg, 0.017 mmol) and copper(I) thiophene-2-carboxylate (125 mg, 0.65 mmol), followed by stirring at room temperature for 14 hours under argon atmosphere. The reaction mixture was added with saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by slurry using isopropylether, then by preparative thin-layer chromatography (chloroform/methanol=60/1) to obtain 3-amino-4-phenyl-6-bromophthalimide (46 mg, yield 66%) and 3-amino-4,6-diphenylphthalimide (7.6 mg, yield 11%).

来源