Hydrochloric Acid → HCID 20827741, compound

Ethyl 3-chlorophenylcarbamate (1.0256 g) was dissolved in diglyme (3 ml), and to the solution were added sodium hydride (205.5 mg) and 2-chloro-3,5-dinitrobenzotrifluoride (1.1583 g). The reaction mixture was stirred at room temperature for 4 hours. To the reaction mixture was added 1N hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution, and then saturated brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The resultant residue was purified by silica gel column (75 g, hexane:ethyl acetate=5:1) and recrystallized from hexane-ethyl acetate to give the title compound (0.7854 g, 42%).

1. extractionthe mixture was extracted with ethyl acetate
2. washThe organic layer was washed with 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution
3. dry with materialsaturated brine, dried over anhydrous magnesium sulfate
4. concentrationconcentrated in vacuo
5. customThe resultant residue was purified by silica gel column (75 g, hexane:ethyl acetate=5:1)
6. customrecrystallized from hexane-ethyl acetate

ORD record

ord-e74410f091254aba84fd9b554c3b23cd

Source dataset

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06939887B2