Sumitomo Chemical Company, Limited

Kiyomi Sakai

Tamio Shirafuji

Kensen Okusako

Yoshitaka Nishida

Itaru Kawata

Teruo Matsuda

Ken-ichi Hirose

Tetuya Suzuta

Akira Yashima

Mitsuaki Takahashi

Yasumoto Simazu

Tadao Sato

A process for producing coumarin or a derivative thereof, which process comprises dehydrogenation of 3,4-dihydrocoumarin or a derivative thereof in the presence of a palladium catalyst by heating under reduced pressure.

Process for producing coumarin and derivatives thereof

A process for producing coumarin and a derivative thereof represented by formula (2): ##STR1## wherein R.sub.1 to R.sub.4 each represents a hydrogen atom, a methyl group, or an ethyl group, provided that at least two of R.sub.1 to R.sub.4 each represents a hydrogen atom, the process comprising the step of heating a 3-(2-cyclohexanoyl)propionic acid ester represented by formula (1): ##STR2## wherein R.sub.1 to R.sub.4 are as defined above and R.sub.5 represents an alkyl group having from 1 to 4 carbon atoms, in the presence of a palladium catalyst, thereby to allow the ester of formula (1) to undergo cyclization and dehydrogenation reactions, the latter stage of the reactions, in which the conversion of the 3-(2-cyclohexanoyl) propionic acid ester used as a starting material has reached about 80% or more, being conducted at a higher temperature than that for the former stage of the reactions.

Process for producing coumarin and derivative thereof

A process for producing a 3,4-dihydrocoumarin compound represented by formula (II): ##STR1## wherein R.sub.1 to R.sub.4 are as defined in the specification, comprising the steps of:

Process for producing 3,4-dihydrocoumarin derivatives

A process for producing a coumarin derivative represented by formula (II): ##STR1## wherein R.sub.1 to R.sub.4 are as defined in the specification, comprising the step of: subjecting to a ring formation and dehydrogenation reaction a 3-(2-cyclohexanoyl)-propionic acid ester derivative represented by formula (I): ##STR2## wherein R.sub.1 to R.sub.4 are as defined in the specification, the ring formation and dehydrogenation reaction being (1) conducted by use of a catalyst comprising a carrier having supported thereon palladium and either of chromium oxide and chromium hydroxide, or (2) conducted by use of a catalyst comprising a carrier having supported thereon palladium or a catalyst comprising a carrier having supported thereon palladium and either of chromium oxide and chromium hydroxide, in the presence of a promoter which is at least one member selected from the group consisting of magnesium trisilicate, zirconia, metallic chromium, and metallic tungsten.

Process for producing coumarin derivatives

A process for producing 3,4-dihydrocoumarin comprising cyclization and dehydrogenation of a 3-(2-cyclohexanoyl)propionic acid ester, in which a reaction mixture obtained by the cyclization and dehydrogenation is washed with an alkali to reduce the dihydrocinnamic acid content of the reaction mixture to 1% by weight or less and/or previously distilling the reaction mixture to remove high-boiling substances, and then subjected to rectification to recover 3,4-dihydrocoumarin. The thus obtained 3,4-dihydrocoumarin has high purity and high quality sufficient for use as a perfume as it is.

Process for producing 3,4-dihydrocoumarin

A method for producing a cycloalkanol in high yield by hydrating cycloalkene with a specific catalyst is disclosed. The catalyst is obtainable by ion-exchanging all or a part of the cations of a crystalline gallium silicate with hydrogen ions. It has a specific composition defined by the general formula and is characterized by the X-ray diffraction pattern.

Method for producing cycloalkanol

A method for producing a cycloalkanol important as a material for caprolactam, adipic acid and the like by the hydration of a cycloalkene with a solid acid as a catalyst, which comprises carrying out said hydration in the presence of a phenol.

Method for producing cycloalkanols

A method for producing alicyclic alcohols by the hydration of olefins in the presence of an aromatic sulfonic acid, which comprises incorporating molybdic acid or its salt and/or vanadium oxide, vanadic acid or its salt in the reaction system. The alicyclic alcohols are useful as intermediates for caprolactam, adipic acid, insecticides, etc.

Method for producing alicyclic alcohols

Disclosed in a method for producing a mixture containing cycloalkanone and/or cycloalkanol which comprises oxidizing a cycloalkane with molecular oxygen to a cycloalkyl hydroperoxide represented by the formula (1): ##STR1## (wherein m represents an integer of 4.ltoreq.m.ltoreq.11) and decomposing the cycloalkyl hydroperoxide to obtain a mixture containing cycloalkanone and/or cycloalkanol, wherein the oxidation of the cycloalkane with molecular oxygen and/or the decomposition of the cycloalkyl hydroperoxide are carried out in the presence of a catalyst composition comprising at least one metallic salt represented by the formula (2):

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Ehime, Japan

Kiyomi Sakai