反应详情

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.

1. filtrationThe reaction mixture was filtered through hyflo bed
2. distillationthe filtrate was distilled off
3. customto remove ethanol
4. additionWater (40 ml) was added to the resulting residue at ambient temperature
5. customreaction mixture
6. washwas washed with isopropyl ether (2×15 ml)
7. additionAqueous sodium carbonate (23 ml, 20%) was added to the reaction mixture till pH 7-8 and saturated with sodium chloride (3.5 g)
8. extractionResulting product was extracted with dichloromethane (3×50 ml)
9. washwashed with brine
10. customdried
11. distillationsolvent distilled off