Methanol → HCID 70348858, compound

Participants

Reaction Steps

To a suspension of 5.34 g (20 mmole) adenosine (Sigma, dried at 80° C./10-3Torr for 24 h) in 100 ml dry pyridine, 33.74 g (240 mmole) benzoyl chloride was added dropwise. After 20 h stirring at room temperature ("r.t.") the mixture was treated with 16 ml dry MeOH and then extracted with CHCl3 (3×250 ml). The organic phase was washed with water (3×250 ml), dried over Na2SO4, and evaporated to dryness. Final coevaporation was performed with toluene. The residue was dissolved in CHCl3 /MeOH 2/1 by heating, and after cooling to r.t., petrolether (diethylether) was added until the solution became turbid. After standing for 12 h at 0° C. 12.18 g was obtained, and from the mother liquor, 2.66 g of the product were isolated as colorless needles of m.p. 183°-184° C., yield 14.84 g (94%).

Provenance & Evidence