Hydroxyamine hydrochloride → HCID 87294575, compound

Participants

Reaction Steps

To a mixture of 4,4-dimethyl-6-vinyl-3,4-dihydronaphthalen-1(2H)-one (Preparation 1C, 0.201 g, 1.004 mmol) and hydroxylamine hydrochloride (0.084 g, 1.20 mmol) in methanol (3 mL) at room temperature was added sodium acetate (0.099 g, 1.20 mmol). The heterogeneous reaction mixture was heated at reflux for 1.5 h. The heterogeneous mixture was concentrated, and the solid residue was diluted with dichloromethane, washed with water, and dried over anhydrous sodium sulfate. Concentration under reduced pressure afforded (E)-4,4-dimethyl-6-vinyl-3,4-dihydronaphthalen-1(2H)-one oxime (0.210 g, 0.975 mmol, 97% yield) as a pale yellow solid. The product had an HPLC ret. time=2.64 min. (condition A); LC/MS M+1=216.0.

Provenance & Evidence