Hydrochloric Acid → Deoxyadenosine

Participants

Reaction Steps

Dissolve 5'-O-acetyl-2'-deoxyadenosine (0.200 gms.) in methanol (15 ml.), add dilute hydrochloric acid (10 ml., 1 N) and allow the reaction mixture to stand at room temperature for 24 hours. Bring the solution to a neutral pH by the careful addition of dilute sodium hydroxide (2%). Filter any precipitated salts and wash the filtrate with pyridine. Concentrate the combined filtrate and pyridine washings in vacuo and recrystallize the resultant residue from methanol:water to give 2'-deoxyadenosine; m.p. 183°-188° C; [α]D22 -25° (water, c=0.4).

Provenance & Evidence