Hydrochloric Acid → HCID 90060159, compound

Temperature

100 °C

At room temperature, a commercially available reagent of 8-bromo-octanoic acid (97% content, 1.74 g, 7.56 mmol) was dissolved in an aqueous solution (15 mL) of 18% sodium hydroxide, and a commercially available reagent of heptane-1-thiol (1.0 g, 7.56 mmol) was added dropwise. The mixture was then warmed to 100° C., and stirred for 2.0 hours while maintaining the temperature at 100° C. The mixture was cooled to room temperature, and then neutralized to pH 6.0 with concentrated hydrochloric acid. After filtration, solid was washed with dichloromethane, and the filtrate was extracted. The aqueous layer was then washed with ethyl acetate. To the organic layer was added 150 mL of ethyl acetate and the organic layer was washed with water, dried over anhydrous sodium sulfate, and filtered. After the solvent was distilled off, the filtrate was dried under reduced pressure to obtain 8-heptylsulfanyl-octanoic acid (No. 6804237; 2.04 g, 98% yield).

1. temperaturewhile maintaining the temperature at 100° C
2. temperatureThe mixture was cooled to room temperature
3. filtrationAfter filtration, solid
4. washwas washed with dichloromethane
5. extractionthe filtrate was extracted
6. washThe aqueous layer was then washed with ethyl acetate
7. additionTo the organic layer was added 150 mL of ethyl acetate
8. washthe organic layer was washed with water
9. dry with materialdried over anhydrous sodium sulfate
10. filtrationfiltered
11. distillationAfter the solvent was distilled off
12. customthe filtrate was dried under reduced pressure

ORD record

ord-5168b713b8b44a3789191a1667bd8373

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09266853B2