Phenol → HCID 178508848, compound

Participants

Reaction Steps

Potassium t-butoxide (J. T. Baker, 7.3 g, 64.8 mmol) was added to a solution of phenol (Mallinckrodt, 15.2 g, 162 mmol) in 50 mL anhydrous DMSO. After stirring for 30 minutes, 2-amino-6-chloropurine (Sigma, lot #69F4064. 5.5 g, 32.4 mmol) was added and the mixture stirred for 6 days at 100° C. The reaction was poured onto ice and extracted with EtOAc. The solvents were removed in vacuo and the resultant oil applied to a silica gel column. Elution with CHCl3 /MeOH (95:5, v/v) followed by combination and evaporation of appropriate fractions gave 1.6 g (7.0 mmol, 22%) of product. mp=228° C.

Provenance & Evidence