Stannous chloride dihydrate → HCID 86665745, compound

To a suspension of 2-(2,2-dibromovinyl)-4-difluoromethoxynitrobenzene (534 mg) in ethanol (3.7 mL) was added tin (II) chloride dihydrate (742 mg) at room temperature, and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. 1 mol/L Aqueous sodium hydroxide solution was added to the residue and this resulting mixture was extracted with dichloromethane. The aqueous layer was extracted with dichloromethane. The combined organic layers were washed with saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (168 mg).

1. temperaturethe mixture was heated
2. temperatureunder reflux for 3 hours
3. concentrationconcentrated under reduced pressure
4. addition1 mol/L Aqueous sodium hydroxide solution was added to the residue
5. extractionthis resulting mixture was extracted with dichloromethane
6. extractionThe aqueous layer was extracted with dichloromethane
7. washThe combined organic layers were washed with saturated saline
8. dry with materialdried over anhydrous sodium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane)

ORD record

ord-d371d5fa51834b2f81f6feb31daa3c40

Source dataset

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08680120B2