Perfumes hawthorn blossom

The useful disconnection 6a corresponds to Friedel-Crafts acylation of aromatic rings and is the obvious one on the ketone 6 having the perfume of hawthorn blossom. Reaction2 of ether 7 with MeCOCl and AICI3 gives 6 in 94-96% yield—a good reaction indeed. 

Another useful aromatic disconnection corresponds to the Friedel-Crafts reaction which would be used in the synthesis of the hawthorn blossom perfume compound (2). The synthesis is one step from an available ether. 

Anisic aldehyde, CgHgOj, is a methyl ether of para-oxy-benzaldehyde, which is found to a small extent in the oils of fennel and aniseed. It is manufactured on an extensive scale artificially, and is the basis of all the perfumes of the hawthorn or May blossom type. It is known commercially as aubepine . A certain amount of anisic aldehyde is obtained as a by-product in the manufacture of coumarin, but the greater- part of it is obtained by very careful oxidation of anethol, the characteristic constituent of aniseed oil, which has the constitution—... 

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