HCID 10909957, compound → HCID 549046, compound

To a stirred solution of methyl 2-cyclohexyl-2-propenoate (2.0 g., 11.0 mmol) in 200 mi ethyl ether at -60° under argon was added diisobutylaluminum hydride (22 ml 1M solution in toluene). The solution was stirred for 0.5 hour, quenched with 3 ml isopropanol and warmed to room temperature. To this solution was added 25 ml water, and a white suspension formed. The mixture was filtered through celite, and the ether layer was washed twice with water, once with sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to give a yellow liquid. This material was purified by flash chromatography (20% ethyl acetate/hexane) to give the alcohol as a clear liquid.

1. customquenched with 3 ml isopropanol
2. additionTo this solution was added 25 ml water
3. customa white suspension formed
4. filtrationThe mixture was filtered through celite
5. washthe ether layer was washed twice with water, once with sodium chloride solution
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated
9. customto give a yellow liquid
10. customThis material was purified by flash chromatography (20% ethyl acetate/hexane)

ORD record

ord-c6946f3ea6e4419ba25cedd049a3726f

Source dataset

uspto-grants-1993_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05258400