Hydroxylamine HCl → HCID 86750442, compound

A mixture of cyclopentylphenylmethanone (15.0 g, 86 mmol), hydroxyl ammonium chloride (12.0 g, 172 mmol) and anhydrous pyridine (90 ml) was heated at reflux for 16 h. The reaction mixture was allowed to cool to room temperature and the solvent evaporated in vacuo. To the residue was added 10% aqueous citric acid (100 ml) and the mixture was extracted with ethyl acetate (100 ml). The organic phase was washed with 10 % aqueous citric acid (50 ml), brine (25 ml) and dried (Na2SO4). The solvent was evaporated in vacuo. The residue was dissolved in cyclohexane (100 ml) and left for crystallisation. The precipitate was collected and washed with cyclohexane to give 5.8 g of the crude cyclopenten-1-ylphenylmethanone oxime as an amorphous solid.

1. temperaturewas heated
2. temperatureat reflux for 16 h
3. customthe solvent evaporated in vacuo
4. additionTo the residue was added 10% aqueous citric acid (100 ml)
5. extractionthe mixture was extracted with ethyl acetate (100 ml)
6. washThe organic phase was washed with 10 % aqueous citric acid (50 ml), brine (25 ml)
7. dry with materialdried (Na2SO4)
8. customThe solvent was evaporated in vacuo
9. dissolutionThe residue was dissolved in cyclohexane (100 ml)
10. waitleft for crystallisation
11. customThe precipitate was collected
12. washwashed with cyclohexane

ORD record

ord-b65b48351b514c8badb7f7addc66d273

Source dataset

uspto-grants-1997_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05608069