Trityl chloride → HCID 11495602, compound

Participants

Reaction Steps

1-(4′-Hydroxybutyl)uracil (0.083 g, 0.45 mmol), trityl chloride (0.140 g, 0.50 mmol) and DMAP (5 mg, 0.05 mmol) were stirred in dry pyridine (6 mL) at 50° C. under nitrogen for 64 h. The reaction mixture was left to cool to room temperature and then partitioned between cold water (20 mL) and DCM (15 mL, 2×10 mL). The organic extracts were combined, washed with brine (20 mL), dried over MgSO4 and concentrated in vacuo. Further purification by silica gel column chromatography (Isolute SI column) using a gradient elution of 0→3% CH3OH in CHCl3. The fractions with Rf=0.58 (10% CH3OH/CHCl3) yielded the title compound as a white solid (0.165 g, 86%).

Provenance & Evidence