Hydrogen Bromide → HCID 14848601, compound

Participants

Reaction Steps

A mixture of 2-benzylamino-7-methoxytetralin hydrochloride (25 g) described in Preparation I step (a), and 33% hydrobromic acid in acetic acid (215 ml) in the presence of 48% hydrobromic acid (36 ml) is refluxed, under stirring, for 2 hours. The reaction mixture is then concentrated to dryness under reduced pressure and the residue is taken up in absolute ethanol (100 ml) and concentrated to dryness. The step of taking up in absolute ethanol and concentrating to dryness is repeated two other times and the thus obtained product is finally triturated with acetone (150 ml) and filtered yielding 2-benzylamino-7-hydroxytetralin hydrobromide (25.3 g). M.p. 198°-200° C. This product is then dissolved in hot water (1300 ml), the solution is cooled and concentrated ammonium hydroxide is then added thereto. The free base is extracted with ethyl acetate, the organic solution is dried and the solvent is evaporated off yielding a solid which is crystallized from toluene (250 ml). 2-Benzylamino-7-hydroxytetralin free base (14 g) is thus obtained . M.p. 161°-163° C.

Provenance & Evidence