6-(4-Chlorophenylsulfanyl)-hexanoic acid methyl ester → HCID 10379392, compound

Temperature

60 °C

To a solution of 6-(4-chlorophenylsulfanyl)-hexanoic acid methyl ester (2.5 g, 9.2 mmol) in methanol (100 mL) was added dropwise at 0° C. a solution of sodium metaperiodate (2.6 g, 12 mmol) in distilled water (30 mL). The mixture was heated at 60° C. for 1 hour. The solution was concentrated under reduced pressure to give an oil that was dissolved in ethyl acetate (100 mL). The organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL), distilled water (50 mL), then with brine (50 mL). The organic layer was then dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to give an oil that was purified by flash chromatography (1:1 to 8:2 ethyl acetate:40-60° C. petroleum ether). The title compound was obtained as a colourless oil (2.0 g, 76%).

1. concentrationThe solution was concentrated under reduced pressure
2. customto give an oil that
3. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL)
4. distillationdistilled water (50 mL)
5. dry with materialThe organic layer was then dried over anhydrous MgSO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customto give an oil that
9. customwas purified by flash chromatography (1:1 to 8:2 ethyl acetate:40-60° C. petroleum ether)

ORD record

ord-2d04d080ff8348e5bf8be08001ab4931

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07683185B2