Processes for producing 4- and 5-phenyl pentenals

Described are processes for preparing novel 4- and 5-phenyl-pentenals, lower alkyl and lower alkylene acetals thereof having the structure: wherein one of X and Y is phenyl and the other of X and Y is hydrogen and A is a moiety selected from the group consisting of: WHEREIN Rb and Rb' separatel...

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Hauptverfasser: SCHREIBER, WILLIAM LEWIS, VOCK, MANFRED, PITTET, ALAN O, MOSCIANO, GERARD JOSEPH, SHUSTER, EDWARD JOSEPH
Format: Patent
Sprache:eng
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Zusammenfassung:Described are processes for preparing novel 4- and 5-phenyl-pentenals, lower alkyl and lower alkylene acetals thereof having the structure: wherein one of X and Y is phenyl and the other of X and Y is hydrogen and A is a moiety selected from the group consisting of: WHEREIN Rb and Rb' separately are the same or different lower alkyl or Rb and Rb' taken together form a lower alkylene group either (i) comprising the step of intimately admixing the lithium salt of a Schiff base of acetaldehyde and an amine with a phenyl-substituted compound selected from the group consisting of phenyl alkanals and phenyl alkenyl bromides in order to produce a phenyl-substituted Schiff base and treating said phenyl-substituted Schiff base with an acid, or (ii) comprising the steps of first admixing phenyl propionaldehyde with a tri-substituted formyl methylene phosphorane in a non-reactive solvent and then heating the resulting mixture.