2-Methyl-1-(naphthalen-2-yl)propan-2-amine--hydrogen chloride (1/1) → 6-(1,1-Dimethyl-1-aminoethyl)-1,2,3,4-tetrahydronaphthalene hydrochloride

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Reaction Steps

A solution of 1.0 g (4.2 mmol) of 6-(1,1-dimethyl-1-aminoethyl)naphthalene hydrochloride in glacial acetic acid (100 mL) was treated under Argon atmosphere with PtO2 (350 mg). The mixture was hydrogenated in a Parr shaker at 50 psi for 1 h. and filtered through a plug of celite. The filtrate was concentrated in vacuo and concentrated from ether. The residue was triturated with ether and the white crystalline solid (850 mg, 85% yield) was collected, washed with ether and dried. MS(ES) m/z 204.2(M+H)+; Elemental analysis: theoretical for C14H21N.HCl.1/2 H2O: C, 67.58; H, 9.31; N, 5.63. found: C, 67.51; H, 9.31; N, 5.63.

Provenance & Evidence