Ethyl acetate hexane → HCID 59371507, compound

Participants

Reaction Steps

In a 50 mL round-bottom flask, a solution of 3-[[5-[[1-(tert-butoxycarbonyl)-(2S)-azetidinyl]methoxy]-3-pyridyl]ethynyl]phenylmethanol in EtOAc was hydrogenated over PtO2 with stirring at room temperature for 6.25 h. TLC (silica gel, EtOAc/hexane 3:1) showed a new spot (Rf 0.15) in place of the starting material (Rf 0.3), which was accompanied by a nonpolar impurity. The solution was concentrated and filtered over silica gel (11×1.3 cm, EtOAc). Evaporation of the product-containing fractions gave a quantitative yield of crude product, which by 1H NMR was shown to be a mixture of two major components in a molar ratio of approx. 4.5-5:1.

Provenance & Evidence