Vinyl Acetate → 6-chloro-2-iodo-9-vinyl-9H-purine

Participants

Reaction Conditions

Reaction Steps

In a 250 mL pressure tube, Hg(OAc)2 (2.52 g, 7.88 mmol) was suspended in vinyl acetate (73 mL, 788 mmol). To this suspension was added H2SO4/EtOAc (1.5 mL/15 mL). A clear solution was formed. The 2-iodo-6-chloro-9H-purine (22.1 g, 78.8 mmol) was added. A suspension formed again. It was degassed and stirred at 45-50° C. overnight. A dark solution was formed. The mixture was passed through celite, washed with EtOAc. Organic layer was washed with Sat. NaHCO3> dried Na2SO4. The product was purified on silica gel chromatography column (1-5% MeOH/DCM).

Provenance & Evidence