反应详情

Ethyl iodoacetate (340 □l, 2.9 mmol) was added to an ice cold solution of 2-(2,5-difluoro-phenyl)-ethanol (500 mg, 2.4 mmol), silver trifluoromethanesulfonate (685 mg, 2.7 mmol) and 2,6-di-tert-butylpyridin (820 □l, 3.6 mmol) in dichloromethane (5 ml). The reaction mixture was stirred at ambient temperature for 14 h, diluted with dichloromethane and filtered over speedex. Ice water/0.1 N aqueous HCl 1/1 was added to the filtrate and the filtrate was extracted two times with dichloromethane. The combined extracts were washed with aqueous NaHCO3 solution and brine and dried over sodium sulfate. Removal of the solvent under reduced pressure left a colorless oil which was purified by column chromatography (silica gel, isopropyl acetate/heptane) to give the title compound (320 mg, 1.3 mmol; 54%) as colorless oil. MS: m/e=245.0 [M+H+].

1. filtrationfiltered over speedex
2. additionIce water/0.1 N aqueous HCl 1/1 was added to the filtrate
3. extractionthe filtrate was extracted two times with dichloromethane
4. washThe combined extracts were washed with aqueous NaHCO3 solution and brine
5. dry with materialdried over sodium sulfate
6. customRemoval of the solvent under reduced pressure
7. waitleft a colorless oil which
8. customwas purified by column chromatography (silica gel, isopropyl acetate/heptane)