Hydrochloric Acid → HCID 22987158, compound

Participants

Reaction Steps

A suspension of 6-benzyloxy-2-chloro-7-fluoro-3-quinolinecarbaldehyde (obtained according to 1.d, 15 g, 47 mmol) and sodium iodide (18 g, 120 mmol) in anhydrous acetonitrile (500 ml) is treated with a catalytic quantity of concentrated hydrochloric acid (1.2 ml), then taken to reflux under argon for 8 hours. The reaction mixture is then concentrated to 20% of the initial volume, then treated with a 10% aqueous solution of sodium bicarbonate to a neutral pH, then filtered and washed successively with water, ethanol and ethyl ether in order to produce 13 g (68%) of a yellow solid, m.p. 210° C.

Provenance & Evidence