Unsat aldehydes with four double bonds - used as flavouring materials

Unsat. aldehydes with four double bonds used as flavouring materials. Sesquiterpenaldehydes alpha- and beta-sinensal CH2=CH-C( CHn) CH4-n-CH2-CH=C(CH3)-CH2-CH2-CH=C(CH3)-CHO (where one double bond is represented by one of dotted lines and n is 2 or 3), suitable for flavouring food, drink, medicinals...

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Bibliographische Detailangaben
Hauptverfasser: HERMANN,BUECHI,GEORGE, OHLOFF,GUENTHER,DR, STRICKLER,HUGO,DR, WUEST,HANS
Format: Patent
Sprache:eng ; fre
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Zusammenfassung:Unsat. aldehydes with four double bonds used as flavouring materials. Sesquiterpenaldehydes alpha- and beta-sinensal CH2=CH-C( CHn) CH4-n-CH2-CH=C(CH3)-CH2-CH2-CH=C(CH3)-CHO (where one double bond is represented by one of dotted lines and n is 2 or 3), suitable for flavouring food, drink, medicinals and for producing synthetic aromas and ether oils, are prepared by condensing trienals CH2=CH-C( CHn)( CH4-n)-CH2-CH=C(CH3)-CH2-CH2-CHO with N-substituted propionalimines (where substituent is aliphatic or alicyclic group), pref. in ether at -80 to 0 degrees C in an inert atm., in presence of metallising agent and hydrolysing condensate in an acid aqs. medium. Reaction scheme indicates ocimene or myrcene oxidation to epoxide, epoxy ring opening to sec-ocimenol or-myrcenol, and condensation with unsat. vinyl ether to trienal starting materials.