反应详情

温度

35 °C

5.5 g (13 mmol) of tert-butyl [quinolin-8-yl(toluene-4-sulfonyl)methyl]carbamate, 336 mg (1.3 mmol) of 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide, 27 ml (200 mmol) of triethylamine and 3.9 g (13 mmol) of 4-fluorobenzaldehyde were mixed in 115 ml of methylene chloride at room temperature and then heated at 35° C. for 3 h. After reaction of the aldehyde was complete, 50 ml of saturated ammonium chloride solution were added, and the reaction mixture was stirred for 10 minutes. After removal of the aqueous phase, the organic phase was washed with 0.5 M sodium hydroxide solution and saturated sodium chloride solution. Drying of the organic phase over magnesium sulfate and concentration resulted in a semisolid residue which was stirred with 50 ml of diethyl ether. Filtration of the solid residue by suction resulted in 3.2 g of tert-butyl [2-(4-fluorophenyl)-2-oxo-1-quinolin-8-ylethyl]carbamate.

1. customAfter removal of the aqueous phase
2. washthe organic phase was washed with 0.5 M sodium hydroxide solution and saturated sodium chloride solution
3. dry with materialDrying of the organic phase over magnesium sulfate and concentration
4. customresulted in a semisolid residue which
5. filtrationFiltration of the solid residue by suction
6. customresulted in 3.2 g of tert-butyl [2-(4-fluorophenyl)-2-oxo-1-quinolin-8-ylethyl]carbamate