反应详情

To a solution of 2-biphenyl-4-yl-2-hydroxy-propionic acid (CAS-6244-54-8, 943 mg) in THF (10 ml), stirred at 0° C. was added NaH (60% in mineral oil, 342 mg). After 50 min, ethyl iodide (0.69 ml) was added and the mixture was stirred at rt for 14 h. DMF (10 ml) was added. After 2 days, 47 mg NaH and 0.16 ml ethyl iodide were added subsequently. In the course of three weeks, a total of 653 mg NaH and 1.32 ml ethyl iodide were added. Water was added and the mixture was extracted with EtOAc (2×). The organic phase was washed with water, dried, filtered and evaporated. The crude product was purified by flash chromatography (EtOAc/cyclohexane 5:95=>1:4) to give (RS)-2-biphenyl-4-yl-2-ethoxy-propionic acid ethyl ester (276 mg) as a light yellow oil. MS 298.1 ([M]+)

1. waitAfter 2 days
2. extractionthe mixture was extracted with EtOAc (2×)
3. washThe organic phase was washed with water
4. customdried
5. filtrationfiltered
6. customevaporated
7. customThe crude product was purified by flash chromatography (EtOAc/cyclohexane 5:95=>1:4)