2-benzylcyclohexan-1-amine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 1-amino-2-benzylcyclohexane (an intermediate in preparation I, 0.90 gm, 4.8 mmol) and methanol (25 mL) was added RhH(Ph3P)3 (275 mg, 0.24 mmol) and the reaction mixture heated to reflux for 12 h. After cooling to room temperature, the solvent was removed under vacuum and the residue chromatographed on neutral alumina with ether and then on silica gel with triethylamine/ethyl acetate/hexane to give the title compound isolated as an oil in 14% yield. the reaction mixture heated to reflux for 12 h the solvent was removed under vacuum the residue chromatographed on neutral alumina with ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a series of procedures similar to preparations A and B, 2-benzyl cyclohexanone was converted into 1-amino-2-benzylcyclohexane in 65% via the intermediate oxime. This material (3.05 g, 16.1 mmol) was then converted to the title compounds in a procedure similar to preparation C, isolated as an oil: isolated as an oil