Cis-3-hexenal-cis-3-hexenyl acetal compound, process for preparing same, and fragrance-or flavor-imparting or fragrance-or flavor-retaining agent and perfume composition containing same
AssigneeNippon Zeon Co., Ltd.
InventorsHiroshi Horino, Shin-ichi Hirakawa
Life of this patent
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Abstract
A compound represented by formula (1): ##STR1## wherein R is alkyl or other hydrocarbyl, and a fragrance/flavor-imparting agent, a fragrance/flavor-retaining agent, and a perfume composition, each containing this compound as an active ingredient; and a process for preparing this compound either by reacting a compound of formula (2): ##STR2## wherein R.sup.1 and R.sup.2 are hydrocarbyl, with cis-3-hexen-1-ol, or by reacting cis-3-hexenal-di-cis-3-hexenyl acetal with an alcohol, R.sup.7 OH.
Claims31
A cis-3-hexenal-cis-3-hexenyl acetal compound represented by the following formula (1):
- ##STR8## wherein R represents an alkyl group, having 1 to 20 carbon atoms.
A process for preparing a cis-3-hexenal-cis-3-hexenyl acetal compound represented by the following formula (3):
- ##STR9## wherein R.sup.3 represents a hydrocarbon group, which comprises conducting an acetal exchange reaction at a temperature of 0.degree. to 100.degree. C. in the presence of an acid catalyst between an acetal compound represented by the following formula (2):
- ##STR10## wherein R.sup.1 and R.sup.2 independently represent a hydrocarbon group except for a 3-hexenyl group, and 0.1 to 20 moles, per mole of acetal compound of formula (2), of cis-3-hexen-1-ol.
A process for preparing a cis-3-hexenal-cis-3-hexenyl acetal compound represented by the following formula (6):
- ##STR11## wherein R.sup.1 is a hydrocarbon group, except for 3-hexenyl group, which comprises conducting an acetal exchange reaction at a temperature of 0.degree. to 100.degree. C. in the presence of an acid catalyst between cis-3-hexenal-di-cis-3-hexenyl acetal represented by the following formula (4):
- ##STR12## and 0.05 to 10 moles, per mole of the acetal compound of formula (4), of an alcohol represented by the following formula (5):
- R.sup.1 OH (5)
- wherein R.sup.1 is the same as defined above for formula (6).
A fragrance- or flavor-imparting or fragrance- or flavor-retaining agent comprising as an active ingredient a cis-3-hexenal-cis-3-hexenyl acetal compound represented by the following formula (3):
- ##STR13## wherein R.sup.3 represents a hydrocarbon group.
A perfume composition comprising as an active perfuming ingredient or perfume-retaining ingredient a cis-3-hexenal-cis-3-hexenyl acetal compound represented by the following formula (3):
- ##STR14## wherein R.sup.3 represents a hydrocarbon group.
Dependencies are inferred from the claim text.