Hydrochloric Acid → HCID 90060159, compound

Participants

Reaction Conditions

Reaction Steps

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).

Provenance & Evidence