反应详情

To a solution of AlCl3 (9.2 g, 0.06 mol, 2 eq) in chloroform (50 mL) cooled at 0° C., ethyl (chlorocarbonyl)formate (7.3 g, 0.05 mol, 1.6 eq) was added drop wise and the reaction mixture was stirred for 30-45 min at the same temperature. (2-fluorophenyl)(methyl)sulfane (5 g, crude) was added at 0° C. and the reaction mixture was stirred for 4 h at room temperature. Progress of the reaction was monitored by TLC (5% ethyl acetate in n-hexane, Rf˜0.5). On completion of the reaction, crushed ice was added and the mixture was stirred for some time. The organic layer was separated and the aqueous layer was extracted with DCM (2×50 mL). The combined extract was washed with NaHCO3 solution, dried over sodium sulfate and concentrated under reduced pressure to yield ethyl 2-(3-fluoro-4-(methylthio)phenyl)-2-oxoacetate as an yellow colored liquid (5.5 g).

1. stirringthe reaction mixture was stirred for 4 h at room temperature
2. customOn completion of the reaction
3. customcrushed ice
4. additionwas added
5. stirringthe mixture was stirred for some time
6. customThe organic layer was separated
7. extractionthe aqueous layer was extracted with DCM (2×50 mL)
8. extractionThe combined extract
9. washwas washed with NaHCO3 solution
10. dry with materialdried over sodium sulfate
11. concentrationconcentrated under reduced pressure