Hydrochloric Acid → HCID 77139728, compound

Participants

Reaction Steps

A mixture of [1RS]-toluene-4-sulfonic acid 3-[1-(2-dimethylamino-1-methyl-ethyl)-propenyl]-phenyl ester (10 g, 0.03 mol), ethanol (38 ml), concentrated hydrochloric acid (4.5 ml, 30%) and Pd/C (10%, 3 g) was hydrogenated at 5 kg/cm2 for 10 hours. The reaction mixture was filtered through hyflo bed and the filtrate was distilled off to remove ethanol. Water (40 ml) was added to the resulting residue at ambient temperature and reaction mixture was washed with isopropyl ether (2×15 ml). Aqueous sodium carbonate (23 ml, 20%) was added to the reaction mixture till pH 7-8 and saturated with sodium chloride (3.5 g). Resulting product was extracted with dichloromethane (3×50 ml). All organic extracts were combined, washed with brine, dried and solvent distilled off to give 9.8 g of the title compound.

Provenance & Evidence