Hydrochloric Acid → HCID 19063100, compound

Participants

Reaction Steps

To a suspension of 3 g of the compound prepared in Example 13 in 50 ml MeOH a solution of 0.43 g of NaBH4 96% in 4 ml iced H2O containing 0.2 ml NaOH 30% is quickly added and the mixture is stirred at room temperature for 8 h. Thereafter 2 g (5×0.4) of NaBH4 are added in 8 h. The suspension is diluted with 10 ml acetone, treated with diluted HCl, neutralized with sodium bicarbonate in 5% solution and concentrated under vacuum. The aqueous suspension is diluted with H2O and extracted with CHCl3 ; the organic phase is washed with H2O, dried on anhydrous Na2SO4 and the residue, obtained by evaporation of the solvent, is purified by flash chromatography on SiO2 column eluting with CH2Cl2 /MeOH 100:5. The crude compound, obtained after pooling the pure fractions and evaporating the solvent, is crystallized from EtOH giving 2.34 g (79%) of the wanted compound; m.p.: 222° C.

Provenance & Evidence