ORGANIC-REACTIONS IN THE AQUEOUS-MEDIUM .7. EFFECT OF SONICATION ON THE REACTIONS OF SALICYLALDEHYDE WITH AMMONIUM-COMPOUNDS

The unstirred reactions of ammonium carbonate and phosphate with salic ylaldehyde yielded varying amounts of hydrosalicylamide (III) dependin g upon molar ratio (1:1 to 1:4) and the reaction medium (water/methano l). Under similar conditions ammonium bicarbonate and acetate afforded a mixture of (III) and tricyclobenzoxine (IV) when the salts and alde hyde were treated in 1:3 and 1:4 molar ratio respectively. When these reactions were repeated in the ultrasonic bath, only (III) was obtaine d under these conditions. Sonication generally improved the yield of ( III) and significantly reduced the duration of the reactions.