Hydrochloric Acid → Colchicine, N-deacetyl-10-thio-

Participants

Reaction Steps

The reaction mixture of thiocolchicine (705 mg, 1.7 mmol), methanol (20 ml) and 2N hydrochloride (20 ml) was refluxed for 24 h. After cooling, the mixture was concentrated in vacuo. After water layer was acidified with sodium hydroxide solution to pH 10, it was extracted with chloroform. Organic layer was washed with water and brine, dried over MgSO4. After removal of the solvent, the residue was separated by column chromatography (eluent: ethyl acetate and ethanol) to give 320 mg N-deacetylthiocolchicine, mp 168-170° C.

Provenance & Evidence