反应详情

温度

-78 °C

A 500-mL round-bottomed flask was charged with 5-bromo-2-chloropyrimidine (8.53 g, 44.1 mmol, Combi-Blocks, San Diego, Calif.) and 100 mL of ether. After cooling to −78° C., n-BuLi (2.5 M in hexanes, 27.6 mL, 44.1 mmol) was added. This mixture was stirred at −78° C. for 10 min, then 1,1,1,tri-fluoro-2-propanone (14.82 g, 132 mmol, Sigma-Aldrich, St. Louis, Mo.) was added. After stirring for an additional 10 min at −78° C., the reaction was quenched with saturated aqueous NH4Cl. The solution was extracted with EtOAc, dried (MgSO4), filtered, and concentrated. Purification via column chromatography on silica gel (0 to 85% EtOAc in hexanes) gave 2-(2-chloro-5-pyrimidinyl)-1,1,1-trifluoro-2-propanol (1.70 g) as a white solid.

1. stirringAfter stirring for an additional 10 min at −78° C.
2. customthe reaction was quenched with saturated aqueous NH4Cl
3. extractionThe solution was extracted with EtOAc
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customPurification via column chromatography on silica gel (0 to 85% EtOAc in hexanes)