Kao Corporation

Kao Soap Company, Ltd.

Motoki Nakajima

Yoshiaki Inamoto

Naotake Takaishi

Yoshiaki Fujikura

Koji Aigami

Yasushi Kajihara

Akira Yamamuro

Akio Kimura

Kiyoshi Matsumoto

Norioki Miyamoto

Shin'ichi Masuda

Hiroshi Takada

The present invention relates to a novel pyran derivative mixture represented by the following general formula (I): ##STR1## wherein R.sub.1 is H or CH.sub.3, R.sub.2 is CH.sub.2 or CH.sub.3, one of the bonds X, Y, or Z is a double bond and the remaining two bonds are single bonds. The present invention relates to a process for the preparation of the above-mentioned pyran derivative mixture. The pyran derivative compound (I) of the present invention is produced by reacting a compound represented by the following formula (II): ##STR2## with a compound represented by the general formula (III): ##STR3## in the presence of an acid catalyst wherein R.sub.1 is as defined above. In addition, the present invention relates to a perfume composition containing an effective aromal amount of the pyran derivative compound represented by the general formula (I) above, in the presence of an acceptable carrier therefore.

Pyran derivatives and perfume composition containing the same

Novel bornane-3-spiro-1'-cylopentane derivatives of the following formula (I) ##STR1## in which R.sub.1 and R.sub.2 are defined such that when R.sub.1 is a hydrogen atom, R.sub.2 is a hydroxyl group, or R.sub.1 and R.sub.2 are joined to form a ketone are obtained from camphor. The derivatives are synthesized in a simple process from an economical starting material, camphor. The derivatives have woody-note and can be widely used in perfumes, soaps, shampoos, hair rinses, cosmetics and the like.

Bornana-3-spiro-1'-cyclopentanes and perfume compositions comprising the

Novel cycloalkan-1-ol derivatives having a formula (I): ##STR1## wherein R represents a hydrogen atom, lower alkyl group or an allyl group, and n is an integer of 3 or 4 provided that when n is 3, R is not a hydrogen atom or lower alkyl group, have a woody, green and earthy odor and may be prepared according to one of the following reaction formulae: ##STR2## where R.sub.1 represents a lower alkyl group or allyl group, M represents MgX or lithium atom, n is a value of 3 or 4, and X represents a halogen atom. ##STR3## The derivatives (I) may be blended with other perfumes to give perfume compositions and thus obtained compositions can be widely applied to various articles which require aromatizing such as perfumes, soaps, shampoos, hair rinses, cosmetics, hair sprays and the like.

Cycloalkan-1-ol derivatives and perfume compositions comprising the same

Fragrant cyclohexanol derivatives are produced by condensing 2-ethylidene-5-norbornene with a phenol compound, in the presence of a Friedel-Crafts catalyst; and hydrogenating the condensation product in the presence of a metal catalyst. The compounds so produced have a green-floral odor and are advantageously used in soaps, detergents, shampoos, hair rinse, cosmetics, colognes and perfumes.

Cyclohexanol derivatives and fragrance compositions containing the same

Tricyclic carboxylic acid esters having the formula: ##STR1## wherein R is an alkyl group of 2 or 3 carbon atoms. These compounds have a woody fragrance and are useful as components of perfume compositions.

Fragrant tricyclic carboxylates

Use of the compound methyl tricyclo[5.2.1.0.sup.2,6 ]decane-2-carboxylate in a perfume composition provides a herbal note or essence to the composition.

Perfume composition

3-Alkoxy-4-homoisotwistanes the formula (I), ##STR1## wherein R is an alkyl group having 1 to 6 carbon atoms or a cycloalkyl group having 5 to 6 carbon atoms, are prepared by a process which comprises reacting a 3-halogeno-4-homoisotwistane of the formula (II), ##STR2## wherein X is a chlorine or bromine atom, with an alcohol of the formula (III),

3-Alkoxy-4-homoisotwistanes

1-Alkoxytricyclo[4.3.1.1.sup.2,5 ]undecanes having the formula (I), ##STR1## wherein R represents an alkyl group having 1 to 6 carbon atoms or a cycloalkyl group having 5 to 6 carbon atoms are prepared by a process which comprises reacting 1-halogenotricyclo[4.3.2.1.sup.2,5 ]undecanes the formula (II), ##STR2## wherein X is a chlorine or bromine atom, with alcohols of the formula (III),

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Saitama, Japan

Motoki Nakajima