Water → cis-1,2-Cyclooctanediol

Temperatur

45 °C

Cyclooctene (4.41 g) was dissolved in acetonitrile (45 ml) and water (15 ml), and to the solution N-methylmorpholine N-oxide (5.15 g) and microcapsulated osmium tetroxide (1 g, containing 10% osmium tetroxide) were added, and the mixture was stirred at 40 to 50° C. for 21 hours. Insoluble microcapsulated osmium tetroxide was removed by filtration, and was washed with acetonitrile, and the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (hexane:ethyl acetate=1:1) to obtain the title compound (4.97 g) as a colorless solid.

1. customInsoluble microcapsulated osmium tetroxide was removed by filtration
2. washwas washed with acetonitrile
3. concentrationthe filtrate was concentrated under reduced pressure
4. customThe residue was purified by flash column chromatography on silica gel (hexane:ethyl acetate=1:1)

ORD-Eintrag

ord-a208a3bfb2bf47e1bdb62b32909e450c

Quelldatensatz

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07192968B2