Hydrochloric Acid → HCID 10542398, compound

Participants

Reaction Steps

A suspension of magnesium turnings (9 g) in dry diethyl ether (100 mL) containing a few crystals of iodine is treated with a solution of benzyl chloride (22.8 g) in diethyl ether (150 mL) at such a rate in the form of to maintain gentle reflux. After the addition is complete, the mixture is treated with 3-benzyloxybenzonitrile (12.7 g) and heated to reflux for 5 hours. The mixture is then treated with hydrochloric acid (1 N) until it is at pH 1, and stirring is continued for 1 hour at ambient temperature. The reaction mixture is separated and the aqueous layer extracted with diethyl ether (3×100 mL). The combined organic extracts are washed with water (3×100 mL), dried over magnesium sulphate and concentrated under reduced pressure. The resulting residue is recrystallised from methanol, to give benzyl 3-benzyloxyphenyl ketone (14.8 g), in the form of a white solid, m.p. 58-60° C. [Elemental analysis:- C,76.2; H,4.99%; Calculated:- C,76.28;H,4.99%].

Provenance & Evidence