Hydrochloric Acid → 1-Amino-3-(cholestan-3-yloxy)-propane

Participants

Reaction Steps

3-(Cholestan-3-yloxy)propanenitrile 135 (442 mg, 1 mmol) was taken up in a mixture of toluene (1 mL), chloroform (1.5 mL), EtOH (1 mL) and conc. HCl (200 μL). Platinum oxide hydrate (46 mg) was added. The mixture was stirred under hydrogen (80 psi) at room temperature for 48 hours. The solvent was evaporated and the residue taken up with DCM (40 mL) and NaHCO3 (sat.) (40 mL). The organic phase was separated and washed with NaHCO3 (sat.) (30 mL), followed by brine (20 mL), before being dried (Na2SO4) and the solvent evaporated to yield the white foam product which was reacted on without further purification or characterization.

Provenance & Evidence