Diisobutylaluminum hydride → HCID 54475351, compound

Temperature

-78 °C

The ester prepared in 1F (0.39 g, 1.18 mmoles) in anhydrous ether 5 ml was added at -78° C. to a mixture of DIBAL, 1M solution in hexane, (2.5 mL) and ether (20 ml). The mixture was stirred 30 min. at -78° C., the overnight at room temperature. The excess of DIBAL was destroyed with methanol (2 ml) and the aluminum salts were precipitated with an aqueous saturated solution of ammonium chloride. The mixture was filtrated and the precipitate washed with ethyl acetate. The solvents were evaporated under reduced pressure. Flash chromatography over silica gel and elution with a 8:2 mixture of hexane and ethyl acetate afforded the expected alcohol as an oil (0.33 g, 92%).

1. customthe overnight
2. customat room temperature
3. customThe excess of DIBAL was destroyed with methanol (2 ml)
4. customthe aluminum salts were precipitated with an aqueous saturated solution of ammonium chloride
5. filtrationThe mixture was filtrated
6. washthe precipitate washed with ethyl acetate
7. customThe solvents were evaporated under reduced pressure
8. washFlash chromatography over silica gel and elution
9. additionwith a 8:2 mixture of hexane and ethyl acetate

ORD record

ord-c82ba79fde424dc9842e85636f3970d3

Source dataset

uspto-grants-1993_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05225429