反应详情

温度

22.5 °C

To a suspension of sodium hydride (60% in parafin liquid) (2.22 g, 55.5 mmol) in DMF (25 ml) was added dropwise a solution of methyl 2-hydroxy-isobutyrate (6.44 g, 54.5 mmol) in DMF (12 ml) over a period of 20 minutes (the inner temperature: 20° C.). The reaction solution was stirred at 22-23° C. for 30 minutes (the bath temperature: 23° C.). To this reaction solution was added dropwise a solution of 4-iodobenzyl bromide (15.4 g, 51.9 mmol) in DMF (35 ml) over a period of 20 minutes (the inner temperature: 22-26° C.). This reaction solution was stirred at 22-25° C. for 2.5 hours. To the reaction solution were added toluene (80 ml) and water (50 ml), and the mixture was stirred for 5 minutes. The mixture was transferred into a separatory funnel, and separated. The organic layer was washed with water, and concentrated to give a mixture of methyl ester compounds. A part of the mixture was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to give the title compound.

1. custom20° C.
2. custom23° C.
3. custom22-26° C.
4. stirringThis reaction solution was stirred at 22-25° C. for 2.5 hours
5. stirringthe mixture was stirred for 5 minutes
6. customThe mixture was transferred into a separatory funnel
7. customseparated
8. washThe organic layer was washed with water
9. concentrationconcentrated
10. customto give
11. customA part of the mixture was purified by silica gel column chromatography (hexane:ethyl acetate=5:1)