Kao Corporation

Mitsubishi Gas Chemical Company, Inc.

Shinji Kotachi

Junji Koshino

Yoshiharu Ataka

Shigeyoshi Tanaka

Satoshi Ohno

Shinya Nagasawa

Mitsuharu Kitamura

Kazuyuki Fukuda

Takashi Aoki

Tsubasa Arai

Taku Mimura

Junko Ueda

Junko Yamamoto

The present invention relates to [1] a method of producing 1-(2-t-butylcyclohexyloxy)-2-butanol including a step of hydrogenating 1-(2-t-butylphenyloxy)-2-butanol under a condition at a hydrogen pressure of from 1 to 5 MPa in the presence of a palladium catalyst (A) supported on peat-derived active carbon and a metal catalyst (B) containing one or more kinds of members selected from ruthenium, rhodium, platinum, and nickel; and [2] a perfume composition containing 1-(2-t-butylcyclohexyloxy)-2-butanol obtained by the foregoing method. According to the present invention, 1-(2-t-butylcyclohexyloxy)-2-butanol having a woody or amber-like fragrance as a perfume material and excellent fragrance notes can be obtained in a high purity because of a small remaining amount of a reaction intermediate and in a high yield.

Method of producing 1-(2-t-butylcyclohexyloxy)-2-butanol

The present invention relates to [1] a method of producing a 1-(2-t-butylcyclohexyloxy)-2-alkanol including a step of adjusting a raw material mixture containing a 1-(2-t-butylphenyloxy)-2-alkanol represented by the formula (1) to a pH of from 7.5 to 10.0 and hydrogenating it in the presence of a palladium catalyst (A) and a metal catalyst (B) containing one or more kinds of members selected from ruthenium, rhodium, platinum, and nickel; and [2] a perfume composition containing a 1-(2-t-butylcyclohexyloxy)-2-alkanol obtained by the foregoing method. The present invention provides a method of efficiently producing a 1-(2-t-butylcyclohexyloxy)-2-alkanol having a high trans-isomer content and a strong woody or amber-like fragrance as a perfume material and also having excellent persistence of aroma. 

Method of producing 1-(2-t-butyl cyclohexyloxy)-2-alkanol

Disclosed is a method for producing an alicyclic alcohol represented by general formula (III) which is useful as a starting material for a flavor mixture or the like at low cost in high yield. The alicyclic alcohol represented by general formula (III) is produced by preparing a cyclohexanecarbonyl compound represented by general formula (II) through the carbonylation of an unsaturated hydrocarbon represented by general formula (I) (preferably a compound obtained through the partial reduction of a diene compound) using carbon monoxide in the presence of HF, and thereafter reducing the cyclohexanecarbonyl compound. In formulae (I), (II), and (III), Rrepresents an alkyl group having 1 to 4 carbon atoms, Rrepresents an alkyl group having 1 to 4 carbon atoms, Rrepresents an OH group, fluorine, or an ORgroup, and Rrepresents an alkyl group having 1 to 4 carbon atoms.

Method for producing alicyclic alcohol

The present invention relates to a perfume composition as a raw material of fruity perfumes which has a conventionally unknown peculiar fresh, woody, floral, grassy-leafy nuance and is capable of harmonizing with various perfumes to provide perfume preparations having a more sophisticated odor or scent. The perfume composition of the present invention includes a compound represented by the general formula (I): wherein Rand Rare each independently a hydrocarbon group having 1 to 4 carbon atoms; and R3 is a hydrocarbon group having 2 to 4 carbon atoms.

Perfume composition

The present invention relates to alcohol compounds having a scent of natural lily of the valley substantially without any woody scent limiting their applications to raw materials of perfume preparations, and a process for producing the alcohol compounds. The alcohol compounds are represented by the following general formula (I): wherein Ris a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms; and any one of dotted lines represents a double bond, and the remaining three dotted lines each represent a single bond.

Alcohol compounds

A process for preparing an orange oil comprising the steps of mixing a raw material oil containing valencene with a high-boiling solvent having a boiling point exceeding 240&#xb0; C. under normal pressure, to give a mixture, and fractionally distilling the mixture obtained, optionally comprising the step of subjecting to an alkali treatment the raw material oil before fractional distillation or a distillate fraction obtained after fractional distillation; and an orange oil obtained by the process as defined above.

Process for preparing orange oil

Method for producing macrocyclic lactone

The present invention provides a process for producing hydroxycarboxylic acid esters easily, further at a high reaction selectivity, by using an inexpensive catalyst. That is, the present invention provides a process for producing hydroxycarboxylic acid esters, which comprises hydrogenating dicarboxylic acid diesters having 3 to 20 carbon atoms in the dicarboxylic acid moiety in the presence of a copper catalyst comprising 1 to 40% by weight of copper as copper oxides.

Growing community of inventors

Wakayama, Japan

Shinji Kotachi