反应详情

To a stirred suspension of 60% sodium hydride (240 mg, 5.87 mmol) in anhydrous tetrahydrofuran (5 ml) was added a solution of crude 1,1-dimethylindan-5-ol (878 mg) in anhydrous tetrahydrofuran (10 ml) dropwise at 0° C. After 15 minutes at 0° C., to this was added ethyl bromoacetate (1.16 g, 6.94 mmol) via a syringe at 0° C. After 2 hours at ambient temperature, the mixtute was quenched with water (15 ml) and extracted with ethyl acetate. The combined solution was washed with brine, dried over sodium sulfate. After filtration to separate solvent and sodium sulfate, the solvent was removed under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with hexane/ethyl acetate=8/1–6/1 to furnish 890 mg (67% yield in 2 steps) of the title compound as a pale yellow oil.

1. waitAfter 2 hours at ambient temperature
2. customthe mixtute was quenched with water (15 ml)
3. extractionextracted with ethyl acetate
4. washThe combined solution was washed with brine
5. dry with materialdried over sodium sulfate
6. filtrationAfter filtration
7. customto separate solvent and sodium sulfate
8. customthe solvent was removed under reduced pressure
9. customto give a residue, which
10. washeluted with hexane/ethyl acetate=8/1–6/1