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