反应详情

7-Chloro-1-[2-methyl-4-(2-methyl-benzoylamino)-benzoyl]-5-methylthiomethoxy-2,3,4,5-tetrahydro-1H-benzo[b]azepine (509 mg, 1.0 mmol) was dissolved in 1,2-dichloroethane (10 ml). Sulfuric chloride (0.12 ml, 1.5 mmol) was added thereto, and the mixture was stirred at room temperature for 15 minutes. The obtained mixture was concentrated under reduced pressure, and acetonitrile (10 ml), sodium acetate (246 mg, 2.0 mmol), and sodium iodide (450 mg, 3.0 mmol) were added to the residue, and then the mixture was heated under reflux for 1 hour. After cooling to room temperature, ethyl acetate was added thereto, and the insoluble subject was removed by filtration. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel flash chromatography (n-hexane:ethyl acetate=65:35→50:50). The purified product was concentrated under reduced pressure, and the residue was dissolved in aqueous acetonitrile. After concentration at room temperature under reduced pressure, the resulted precipitates were collected by filtration, and dried to obtain 280 mg of 5-acetoxymethoxy-7-chloro-1-[2-methyl-4-(2-methyl-benzoylamino)-benzoyl]-2,3,4,5-tetrahydro-1H-benzo[b]azepine as white powder.

1. additionwere added to the residue
2. temperaturethe mixture was heated
3. temperatureunder reflux for 1 hour
4. temperatureAfter cooling to room temperature
5. customwas removed by filtration
6. concentrationThe filtrate was concentrated under reduced pressure
7. customthe residue was purified by silica gel flash chromatography (n-hexane:ethyl acetate=65:35→50:50)
8. concentrationThe purified product was concentrated under reduced pressure
9. dissolutionthe residue was dissolved in aqueous acetonitrile
10. concentrationAfter concentration at room temperature under reduced pressure
11. customthe resulted precipitates
12. filtrationwere collected by filtration
13. customdried