Anisole → HCID 66739707, compound

Participants

Reaction Conditions

Reaction Steps

In a 25 mL flask with AlCl3 (1.93 g, 14.4 mmol) inside, dry anisole 5 mL was added under argon to give a light yellow solution. In another flask with N3-PMB-5-fluoro-1-[cis-4-(benzyloxymethyl)cyclobutyl]uracil (0.66 g, 1.44 mmol) inside, dry anisole 5 mL was added, after which time AlCl3 solution was added to it ver slowly at room temperature. After addition finishes, the mixture was cooled to 0° C. and dry MeOH was added slowly to give a colorless solution at the end. Then the solvents were removed and the product was purified by silica gel flash chromatography (CH2Cl2: MeOH=20:1 to CH2Cl2: MeOH=10:1) to give a white solid (0.26 g, 74%, Rf=0.11 (CH2Cl2: MeOH=20:1)). 1H NMR (CD3OD, 400 MHz): δ IR (neat) νmax 3402, 3064, 2934, 1694, 1473, 1369, 1244, 1041, 1005, 913, 784, 706.

Provenance & Evidence