反应详情

A suspension of 5-bromo-2,3-dihydro-1H-inden-1-one (2.07 g, 9.81 mmol) in ethanol (49 mL) was treated with the sodium borohydride (186 mg, 4.90 mmol) all at once. After a few minutes, the solution warmed slightly and all solids dissolved. After stirring at room temperature for 1 h, the mixture was concentrated in vacuo to remove ethanol. The gum obtained was partitioned between ethyl acetate and water. The organic layer was extracted with saturated sodium bicarbonate solution (2×) and saturated sodium chloride solution. Drying (Na2SO4) and concentration in vacuo afforded the title compound (3.05 g, 98%) as a colorless oil, which crystallized upon pumping under high vacuum overnight.

1. waitAfter a few minutes
2. temperaturethe solution warmed slightly
3. dissolutionall solids dissolved
4. concentrationthe mixture was concentrated in vacuo
5. customto remove ethanol
6. customThe gum obtained
7. customwas partitioned between ethyl acetate and water
8. extractionThe organic layer was extracted with saturated sodium bicarbonate solution (2×) and saturated sodium chloride solution
9. customDrying
10. concentration(Na2SO4) and concentration in vacuo