Hydroxylamine HCl → HCID 86750442, compound

Participants

Reaction Steps

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.

Provenance & Evidence