反应详情

Acetonitrile (1.0 mL) was added to dimethylcarbamic acid 4-bromomethyl-3-(2-fluoro-3-nitrobenzyl)-2-oxo-2H-1-benzopyran-7-yl ester (compound 6b-1-4) (24.0 mg), and potassium fluoride (3.1 mg) and 18-crown-6 (13.2 mg) were added to the resultant suspension while stirring at room temperature. The mixture was stirred at 60° C. for 4 hours, potassium fluoride (3.1 mg) and 18-crown-6 (13.2 mg) were then added to the reaction solution, and the mixture was further stirred at 60° C. for 1.5 hours. This reaction solution was poured into 1N hydrochloric acid (0.110 mL) diluted with ice water (20 mL), and then extracted with ethyl acetate. The resultant organic layer extraction liquid was washed with saturated saline, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure, and the resultant residue was purified by thin layer silica gel chromatography (hexane:ethyl acetate=1:1) to yield the title compound (14.7 mg).

1. stirringThe mixture was stirred at 60° C. for 4 hours
2. stirringthe mixture was further stirred at 60° C. for 1.5 hours
3. extractionextracted with ethyl acetate
4. extractionThe resultant organic layer extraction liquid
5. washwas washed with saturated saline
6. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
7. distillationThe solvent was distilled away under reduced pressure
8. customthe resultant residue was purified by thin layer silica gel chromatography (hexane:ethyl acetate=1:1)