反应详情

温度

80 °C

To a solution of methyl 3-(bromomethyl)-2-chlorobenzoate (748 mg, 2.84 mmol) in N,N-dimethylformamide (7 mL) was added sodium cyanate (412 mg, 8.41 mmol), and the mixture was stirred at 80° C. for 1 hr. The reaction mixture was diluted with a mixed solvent of ethyl acetate/hexane (1:1). The solution was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=2/98→20/80), and the fractions containing the object product were concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate and hexane to give the title compound (470 mg, 79%) as white crystals.

1. washThe solution was washed with water and saturated brine
2. dry with materialdried over anhydrous magnesium sulfate
3. filtrationThe insoluble material was filtered off
4. concentrationthe filtrate was concentrated under reduced pressure
5. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=2/98→20/80)
6. additionthe fractions containing the object product
7. concentrationwere concentrated under reduced pressure
8. customThe obtained residue was recrystallized from ethyl acetate and hexane