2-Heptanol, 6-methyl- → 6-Methyl-2-heptanone

A mixture of 1.27 g (9.76 mmoles) of 6-methyl-2-heptanol (purchased from Aldrich Chemical Co., Milwaukee, Wis.) and 9.26 g (42.9 mmoles) of pyridinium chlorochromate (purchased from Aldrich Chemical Co., Milwaukee, Wis.) in 35 mL of dichloromethane was stirred at room temperature for 3.5 hours. At that point, the mixture was diluted with 150 mL of ether and 200 mL of 1M aqueous sodium hydroxide. After separating the layers, the organic layer was washed in successive order with 9:1 (volume/volume) 1M aqueous sodium hydroxide: saturated brine (2×100 mL), 10% aqueous sodium chloride (1×100 mL), 3:1 (volume/volume) 2M aqueous hydrochloric acid: saturated brine (3×100 mL), saturated aqueous sodium bicarbonate (1×100 mL), and saturated brine (1×100 mL). The organic layer was then dried over anhydrous magnesium sulfate and filtered. Removal of the volatile organic solvents by evaporation at reduced pressure afforded 1.214 g (97% yield) of the named ketone. The identity and purity of this known compound were ascertained by IR and proton NMR analysis.

1. customAfter separating the layers
2. washthe organic layer was washed in successive order with 9:1 (volume/volume) 1M aqueous sodium hydroxide
3. dry with materialThe organic layer was then dried over anhydrous magnesium sulfate
4. filtrationfiltered
5. customRemoval of the volatile organic solvents
6. customby evaporation at reduced pressure

ORD 기록

ord-f45e267723ad401e85fca862ef5308da

출처 데이터셋

uspto-grants-1993_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05231232