反应详情

温度

110 °C

2,4-bis-benzyloxy-5-isopropyl-N-[4-(morpholin-4-yl)phenyl]benzamide (F370-IM2, 2.45 g, 4.60 mmol) was suspended in toluene (50 mL), mixed with Lawesson's reagent (2.05 g, 5.06 mmol) and the mixture was heated at 110° C. for 1 hour. As the reaction proceeded, the suspension changed to a yellow solution. The reaction mixture was cooled to room temperature, mixed with 5% aqueous sodium hydrogencarbonate (50 mL), and the organic layer was separated. The organic layer thus obtained was 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 toluene (20 mL) and hexane (10 mL), and the resulting suspension was stirred at room temperature for 1 hour, crystals (F370-IM3) were collected by filtration. The mother liquor was concentrated and purified by silica gel column chromatography (ethyl acetate:hexane 2:1), to afford F370-IM3. The combined title compound (F370-IM3, about 4.1 g) was subjected to the next reaction.

1. temperatureThe reaction mixture was cooled to room temperature
2. customthe organic layer was separated
3. customThe organic layer thus obtained
4. dry with materialwas dried over anhydrous sodium sulfate
5. customSodium sulfate was removed by filtration
6. distillationthe solvent was distilled off under reduced pressure
7. additionTo the residue were added toluene (20 mL) and hexane (10 mL)
8. filtrationcrystals (F370-IM3) were collected by filtration
9. concentrationThe mother liquor was concentrated
10. custompurified by silica gel column chromatography (ethyl acetate:hexane 2:1)
11. customto afford F370-IM3