反应详情

To a suspension of NaH (60% oil dispersion, 320 mg, 8 mmol) in toluene (10 mL) was added dropwise t-butyl diethylphosphonoacetate (1.92 g, 7.6 mmol). The resulting mixture was stirred at rt for 10 min., then a solution of 2-fluoro-6-oxiranyl-pyridine (530 mg, 3.8 mmol) in toluene (5 mL) was added dropwise to the reaction mixture. The resulting mixture was then heated at reflux for 12 h. The mixture was cooled to rt and diluted with EtOAc and washed with NH4Cl (saturated) and water. The EtOAc layer was dried (Na2SO4). The solvent was removed and the residue was subjected to ISCO (40 g column, hexane 3 min. then 0-60% EtOAc in hexane over 60 min.) to give the desired product (165 mg). MS (MH+ 238).

1. temperatureThe resulting mixture was then heated
2. temperatureat reflux for 12 h
3. temperatureThe mixture was cooled to rt
4. washwashed with NH4Cl (saturated) and water
5. dry with materialThe EtOAc layer was dried (Na2SO4)
6. customThe solvent was removed
7. custom40 g column, hexane 3 min.