the aqueous solution was adjusted to 8 4 with 0 1n aqueous hydrogen chloride the aqueous solution was repeatedly extracted with chloroform and the combined chloroform extracts were dried over anhydrous sodium sulphate filtered and evaporated to a residue the residue was taken up in solution with 20 ml of 0 1n aqueous hydrogen chloride and left standing at room temperature for 24 hours an equal volume of chloroform was added and under stirring the ph was raised to 8 4 with 0 1n aqueous sodium hydroxide the final product which was a mixture of adriamycin iv u03b1 anomer and a second component which is the u03b1 anomer of adriamycin v was recovered in the chloroform phase in a total yield of 80 adriamycin u03b2 anomer v is also called 1 39 s adriamycin according to the nomenclature of cahn et al experientia 1956 12 81 evaporation of the chloroform solution to 0 5 ml and the addition of a drop of dilute methanolic hydrogen chloride causes the main product adriamycin u03b1 anomer iv to precipitate as the hydrochloride in crystalline form the adriamycin hydrochloride u03b2 anomer has u03b1 d 20 463 u00b0 c 0 07 meoh tlc on silica gel plat buffered at ph 7 m 15 phosphate solvent system chcl 3 meoh h 2 o 130 60 10 by.