Trifluoroacetic acid → HCID 10873283, compound

Participants

Reaction Steps

The product of step (i) (8.9 g) was dissolved in dichloromethane (100 ml) and triethylsilane (2 ml). Trifluoroacetic acid (8.9 ml) was added dropwise over 5 minutes and the mixture was stirred for a further 20 minutes. The volatiles were removed under reduced pressure and any residual traces were removed by addition of toluene (50 ml) and evaporation under reduced pressure (three times). The residual gum was treated with tetra-n-butylammonium fluoride (35 ml of a 1M solution in tetrahydrofuran) for 1 hour at room temperature. The volatiles were removed under reduced pressure and the gummy residue purified by silica-gel chromatography eluting with chloroform-methanol mixtures to give 5-diphenylmethyluridine as a white solid (4 g).

Provenance & Evidence