Hydrazine hydrate (1:1) → HCID 13784992, compound

A mixture of 2.3 g N-[4-(2-bromo-1,1,2,2-tetrafluoroethoxy)-3,5-dichlorophenyl]phthalimide (0.0062 mole) and 0.25 g (0.0068 mole) hydrazine hydrate in 50 ml of ethanol was heated at reflux for one hour. Most of the solvent was removed by distillation under reduced pressure, and the residual liquid was poured into water. This mixture was extracted with three 150 ml portions of diethyl ether and the extracts were combined. This organic solution was washed with 200 ml of an aqueous 2N sodium hyroxide solution. The washed organic solution was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to yield 5-amino-7-chloro-2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran as an oil. The nmr and ir spectra were consistent with the proposed structure.

1. temperaturewas heated
2. temperatureat reflux for one hour
3. customMost of the solvent was removed by distillation under reduced pressure
4. additionthe residual liquid was poured into water
5. extractionThis mixture was extracted with three 150 ml portions of diethyl ether
6. washThis organic solution was washed with 200 ml of an aqueous 2N sodium hyroxide solution
7. dry with materialThe washed organic solution was dried over anhydrous magnesium sulfate
8. filtrationfiltered
9. customThe filtrate was evaporated under reduced pressure

ORD record

ord-57a3cc84886941469625fafc1e315836

Source dataset

uspto-grants-1987_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04636523