Sodium hydride → 2-(Heptafluoropropylthio)biphenyl

To a solution composed of 20 ml of DMF and 2.24 g (12 mmol) of 2-mercaptobiphenyl was added 481 mg (12 mmol) of sodium hydride (60% in oil) little by little under ice cooling and stirring. Then, 1.73 ml (12 mmol) of perfluoropropyl iodide was added dropwise. The temperature of the mixture was slowly elevated to room temperature, and the mixture was stirred for 2 days. The white precipitate formed in the reaction solution was removed by filtration. Water was addd to the filtrate, and the mixture was extracted with hexane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give a brown oil. It was purified by silica gel column chromatography (ethyl acetate:hexane=1:30) to give 3.46 g (87.3%) of 2-(heptafluoropropylthio)biphenyl as a colorless oil. The properties of the product were as shown below.

1. customwas slowly elevated to room temperature
2. stirringthe mixture was stirred for 2 days
3. customThe white precipitate formed in the reaction solution
4. customwas removed by filtration
5. extractionthe mixture was extracted with hexane
6. washThe organic layer was washed with water
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationfiltered
9. concentrationThe filtrate was concentrated under reduced pressure
10. customto give a brown oil
11. customIt was purified by silica gel column chromatography (ethyl acetate:hexane=1:30)

ORDレコード

ord-88b808a451bb4c28b6224ec0eeb889fd

出典データセット

uspto-grants-1991_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05066795