HCID 11507705, compound → HCID 10041497, compound

To a solution of 7-(4-chlorophenylsulfanyl)-heptanoic acid ethyl ester (1.6 g, 5.3 mmol) in ethanol (10 mL) and tetrahydrofuran (10 mL) was added dropwise at 0° C. a solution of sodium metaperiodate (1.1 g, 5.3 mmol) in distilled water (10 mL). The mixture was heated at reflux 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 ethyl acetate:40-60° C. petroleum ether). The title compound was obtained as a colourless oil (1.2 g, 74%).

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

ORD record

ord-61c5990d5c6247e9b67c541f81cd5ec2

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07683185B2