Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

Examples 11p and 11q, Step 9: To a solution of the isomeric mixture of 1-((1S,2S,5R)-2-(dibenzylamino)-5-(isopropyl(methyl)amino)cyclohexyl)-3-methylbutan-2-ol (166 mg, 0.38 mmoles) in 5 ml of ethanol and 1 ml of acetic acid was added about 150 mg of Pd(OH)2 on carbon (20%, wet, Aldrich), and the mixture was stirred under hydrogen (52 psi) for 24 hours. After removal of the catalyst by filtration. The solvents were evaporated off to give an oily residue. The residue was dissolved in methanol and 1 ml of 1N—HCl was added. It was evaporated and azeotroped with toluene twice to remove the excess acid and water, and dried under vacuum to give 1-((1S,2S,5R)-2-amino-5-(isopropyl(methyl)amino)cyclohexyl)-3-methylbutan-2-ol as a bis-HCl salt.

Provenance & Evidence