反応 #49275

反応方程式

ammonium chloride

phenylboronic acid

chloroform methanol

3-Amino-4-iodo-6-bromophthalimide

→

3-amino-4-phenyl-6-bromophthalimide

収率 66.0%

3-amino-4,6-diphenylphthalimide

収率 11.0%

溶媒

THF

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate
2. 2
   洗浄The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine
3. 3
   乾燥dried over anhydrous sodium sulfate
4. 4
   その他The solvent was evaporated under reduced pressure
5. 5
   その他The residue was purified by slurry

実験手順

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%).

出典