反应详情

A dichloromethane (30 mL) solution of 2,4-bis-benzyloxy-5-isopropylbenzoic acid (F370-IM1, 2 g, 5.31 mmol) was mixed with dimethylformamide (0.053 mL, 0.05 mmol) and oxalylchloride (0.61 mL, 6.38 mmol) under ice cold conditions and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue thus obtained was dissolved in tetrahydrofuran (30 mL) and pyridine (10 mL). To the solution was added 4-(4-morpholino)aniline (1.04 g, 5.84 mmol) under ice cold conditions. The reaction was carried out at room temperature for 1 hour. Dichloromethane (50 mL) and 5% aqueous sodium hydrogencarbonate (20 mL) were added to the reaction mixture. The aqueous layer was separated and extracted with dichloromethane, the combined organic layers thus obtained were washed with saturated aqueous sodium chloride solution (30 mL) and dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration, and the solvent was distilled off under reduced pressure. To the residue were added ethyl acetate (5 mL), toluene (5 mL) and hexane (20 mL), and the resulting suspension was stirred at room temperature for 1 hour. The precipitated solid was collected by filtration to obtain the title compound (F370-IM2: white crystals, 2.47 g, 87%).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. customthe residue thus obtained
3. waitThe reaction was carried out at room temperature for 1 hour
4. customThe aqueous layer was separated
5. extractionextracted with dichloromethane
6. customthe combined organic layers thus obtained
7. washwere washed with saturated aqueous sodium chloride solution (30 mL)
8. dry with materialdried over anhydrous sodium sulfate
9. customSodium sulfate was removed by filtration
10. distillationthe solvent was distilled off under reduced pressure
11. additionTo the residue were added ethyl acetate (5 mL), toluene (5 mL) and hexane (20 mL)
12. stirringthe resulting suspension was stirred at room temperature for 1 hour
13. filtrationThe precipitated solid was collected by filtration