Hydrazine hydrate (1:1) → HCID 12782786, compound

0.5 g of a commercial rhodium catalyst (5% on charcoal) was added to a stirred mixture of 25 g of 2-fluoronitrobenzene and 250 ml of tetrahydrofuran at room temperature. Then 16.5 g of hydrazine hydrate was added, drop-by-drop, to the stirred mixture, maintained at 15°-20° C. After 20 minutes, another 0.5 g of the rhodium catalyst was added, then another 2 g of hydrazine hydrate was added. The mixture was stirred at 15°-20° C. for 2 hours, then filtered through Celite. The filtrate was extracted with ether, the extract was washed with water, and dried (MgSO4) and the solvent was evaporated. The residue was triturated with ether and hexane, and kept cold until filtered. The filter cake was washed with cold hexane and air-dried to give N-(2-fluorophenyl)hydroxylamine (1B) as a colorless solid, mp: 70°-71° C. It is moderately unstable at room temperature.

1. temperaturedrop-by-drop, to the stirred mixture, maintained at 15°-20° C
2. filtrationfiltered through Celite
3. extractionThe filtrate was extracted with ether
4. washthe extract was washed with water
5. dry with materialdried (MgSO4)
6. customthe solvent was evaporated
7. customThe residue was triturated with ether and hexane
8. filtrationuntil filtered
9. washThe filter cake was washed with cold hexane
10. customair-dried

ORD record

ord-139ed7e8459445f09882dc4d8b206750

Source dataset

uspto-grants-1981_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04299778