8-Bromooctanoic acid → HCID 86672782, compound

Sodium thiomethoxide (942 mg, 13.44 mmol) was added to a solution of 8-bromooctanoic acid (500 mg, 2.24 mmol) in methanol (5.6 mL), and the mixture was heated under reflux overnight. The reaction mixture was concentrated under reduced pressure, adjusted to pH 1 by adding 1 N hydrochloric acid and then extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over MgSO4 and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1) to give 8-(methylthio)octanoic acid as a colorless oily substance (426.5 mg, 100%).

1. temperaturethe mixture was heated
2. temperatureunder reflux overnight
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. additionby adding 1 N hydrochloric acid
5. extractionextracted with ethyl acetate
6. washThe organic layer was washed with saturated brine
7. dry with materialdried over MgSO4
8. concentrationconcentrated under reduced pressure
9. customThe resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1)

ORD record

ord-809d8c8ceaf74936b37f74e68715c92a

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09169254B2