The present invention provides a method for isomerizing a cyclohexanediamine, which simply and highly actively realizes an isomerization reaction of a cyclohexanediamine, without passing through a high-pressure reaction and a complicated multi-stage process. The isomerization method has an isomerization step of isomerizing a cyclohexanediamine in the presence of a compound represented by the following formula (1) and at least one selected from the group consisting of an alkali metal, an alkali metal-containing compound, an alkaline earth metal or an alkaline earth metal-containing compound.

##STR00001##

wherein R.sup.1 and R.sup.2 each independently represent a hydrogen atom or a monovalent group selected from the group consisting of a substituted or unsubstituted hydrocarbon group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group and an acyl group (R.sup.1 and R.sup.2 may mutually bind to form a ring); R.sup.3 represents a hydrogen atom and an n-valent group selected from the group consisting of a substituted or unsubstituted hydrocarbon group; and n represents, an integer of 1 to 10.

A method for producing (R)-1,1,3-trimethyl-4-aminoindane includes the following steps (A), (B), and (C). Step (A) is a step of optically resolving 1,1,3-trimethyl-4-aminoindane to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane, step (B) is a step of racemizing the (S)-1,1,3-trimethyl-4-aminoindane obtained in the step (A) or (C) to obtain 1,1,3-trimethyl-4-aminoindane, and step (C) is a step of optically resolving the 1,1,3-trimethyl-4-aminoindane obtained in the step (B) to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane.

A method for producing (R)-1,1,3-trimethyl-4-aminoindane includes the following steps (A), (B), and (C). Step (A) is a step of optically resolving 1,1,3-trimethyl-4-aminoindane to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane, step (B) is a step of racemizing the (S)-1,1,3-trimethyl-4-aminoindane obtained in the step (A) or (C) to obtain 1,1,3-trimethyl-4-aminoindane, and step (C) is a step of optically resolving the 1,1,3-trimethyl-4-aminoindane obtained in the step (B) to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane.

A method for producing (R)-1,1,3-trimethyl-4-aminoindane includes the following steps (A), (B), and (C). Step (A) is a step of optically resolving 1,1,3-trimethyl-4-aminoindane to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane, step (B) is a step of racemizing the (S)-1,1,3-trimethyl-4-aminoindane obtained in the step (A) or (C) to obtain 1,1,3-trimethyl-4-aminoindane, and step (C) is a step of optically resolving the 1,1,3-trimethyl-4-aminoindane obtained in the step (B) to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane.

A method for producing (R)-1,1,3-trimethyl-4-aminoindane includes the following steps (A), (B), and (C). Step (A) is a step of optically resolving 1,1,3-trimethyl-4-aminoindane to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane, step (B) is a step of racemizing the (S)-1,1,3-trimethyl-4-aminoindane obtained in the step (A) or (C) to obtain 1,1,3-trimethyl-4-aminoindane, and step (C) is a step of optically resolving the 1,1,3-trimethyl-4-aminoindane obtained in the step (B) to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane.

A method for producing (R)-1,1,3-trimethyl-4-aminoindane includes the following steps (A), (B), and (C). Step (A) is a step of optically resolving 1,1,3-trimethyl-4-aminoindane to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane, step (B) is a step of racemizing the (S)-1,1,3-trimethyl-4-aminoindane obtained in the step (A) or (C) to obtain 1,1,3-trimethyl-4-aminoindane, and step (C) is a step of optically resolving the 1,1,3-trimethyl-4-aminoindane obtained in the step (B) to obtain (R)-1,1,3-trimethyl-4-aminoindane and (S)-1,1,3-trimethyl-4-aminoindane.

The present invention addresses the problem of providing a novel compound capable of imparting a highly appealing floral and verdant scent, and a flavor composition and/or fragrance composition containing the same. This compound is a racemic or optically active compound represented by general formula (1).

##STR00001##

In formula (1), the solid and dotted double line indicates a double bond or a single bond, the definition of Y is the same as described in the specification, and * represents an asymmetric carbon atom.

The present invention addresses the problem of providing a novel compound capable of imparting a highly appealing floral and verdant scent, and a flavor composition and/or fragrance composition containing the same. This compound is a racemic or optically active compound represented by general formula (1).

##STR00001##

In formula (1), the solid and dotted double line indicates a double bond or a single bond, the definition of Y is the same as described in the specification, and * represents an asymmetric carbon atom.

A method and a device are disclosed for converting at least one reactant into a reaction product and separating the at least one reactant. The device includes a vessel with a vessel inner volume and a confinement, submerged in the vessel inner volume, that provides a confinement inner volume in fluid connection with the vessel inner volume. First and seconds fluids, with a respective, higher first density and a lower, second density form respective lower and upper phases in the vessel inner volume. A third fluid with a third density higher than that of the second fluid forms a lower layer in the confinement inner volume, relative to an upper layer formed by the second fluid. The third fluid may be the same as or different from, and is physically separated from, the first fluid. At least one of the first, second, and third fluids is at most partly miscible with the other two, but preferably immiscible. The at least one reactant and the reaction product have different affinities for at least two of the first, second, and third fluids, and at least one of the first and third fluid contains a fourth phase which is a solid or semi solid and is capable of promoting the conversion.

A method and a device are disclosed for converting at least one reactant into a reaction product and separating the at least one reactant. The device includes a vessel with a vessel inner volume and a confinement, submerged in the vessel inner volume, that provides a confinement inner volume in fluid connection with the vessel inner volume. First and seconds fluids, with a respective, higher first density and a lower, second density form respective lower and upper phases in the vessel inner volume. A third fluid with a third density higher than that of the second fluid forms a lower layer in the confinement inner volume, relative to an upper layer formed by the second fluid. The third fluid may be the same as or different from, and is physically separated from, the first fluid. At least one of the first, second, and third fluids is at most partly miscible with the other two, but preferably immiscible. The at least one reactant and the reaction product have different affinities for at least two of the first, second, and third fluids, and at least one of the first and third fluid contains a fourth phase which is a solid or semi solid and is capable of promoting the conversion.