反应详情

To a solution of 4-Ethyl-2-(4-trifluoromethyl-phenyl)-oxazole-5-carboxylic acid methyl ester (4.63 g, 15.47 mmole) in THF (100 mL), is added LiBH4 in one portion at 0° C. The reaction is warmed up to room temperature and stirred for an hour. Additional LiBH4 is added and the reaction is heated at 60° C. for 30 minutes. The excess amount of LiBH4 is destroyed using 6N HCl (50 mL) dropwise at 0° C. The mixture is partitioned between ethyl acetate (300 mL) and brine (300 mL). The organic layer is washed with brine (3×300 mL), dried over Na2SO4, filtered and concentrated. The crude product is purified by flash chromatography, eluting with 60% ethyl acetate in hexane and concentrated to provide the titled compound as a white solid. Mass [EI+] 272 (M+H)+.

1. temperaturethe reaction is heated at 60° C. for 30 minutes
2. customThe excess amount of LiBH4 is destroyed
3. customdropwise at 0° C
4. customThe mixture is partitioned between ethyl acetate (300 mL) and brine (300 mL)
5. washThe organic layer is washed with brine (3×300 mL)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated
9. customThe crude product is purified by flash chromatography
10. washeluting with 60% ethyl acetate in hexane
11. concentrationconcentrated