Shiono Chemical Co., Ltd.

Ajinomoto Co., Ltd.

Rhodia Operations

Yasunari Monguchi

Hironao Sajiki

Yoshinari Sawama

Shinichi Kondo

Yasushi Sasai

Hiroyuki Kitayama

The present invention provides a method of efficiently deprotecting a protected organic compound by catalytic hydrogenation. Specifically, the present invention provides a method of deprotecting an organic compound having at least one functional group selected from the group consisting of a carboxy group, an amino group and a hydroxy group, which is protected by a protecting group represented by the formula (I):R&#x2014;C(R)(R)-L-&#x2003;&#x2003;(I)[wherein Ris an aryl group optionally having substituent(s), Rand Rare each independently, a hydrogen atom or an aryl group optionally having substituent(s), and Lis a single bond, &#x2014;O&#x2014;CO&#x2014; or &#x2014;O&#x2014;CH&#x2014;], comprising hydrogenation in the presence of a metal catalyst and halogenated acetic acid.

Deprotection method

An object is to provide a process for providing hydrogen or heavy hydrogens conveniently without the necessity of large-scale equipment and a process capable of performing hydrogenation (protiation, deuteration or tritiation) reaction conveniently without the use of an expensive reagent and a special catalyst. The production process includes a process for producing hydrogen or heavy hydrogens, containing subjecting water or heavy water to mechanochemical reaction in the presence of a catalyst metal, and a process for producing a hydrogenated (protiated, deuterated or tritiated) organic compound, containing subjecting an organic compound and water or heavy water to mechanochemical reaction in the presence of a catalyst metal.

Process for producing hydrogen or heavy hydrogens, and hydrogenation (protiation, deuteration or tritiation) of organic compounds using same

Objects are to provide efficient methods for producing hydrogen or heavy hydrogens and for hydrogenating (protiating, deuterating or tritiating) an organic compound, and to provide an equipment and the like used therefor. A method for producing hydrogen or heavy hydrogens, containing subjecting water or heavy water to mechanochemical reaction in the presence of a catalyst metal, in which an energy density of a rotational acceleration of 75 G or more is applied to water or heavy water for 25 minutes or more, a method for producing a hydrogenated (protiated, deuterated or tritiated) organic compound, a method for hydrogenating (protiating, deuterating or tritiating) an organic compound, a method for dehalogenating an organic compound having halogen, and a ball for mechanochemical reaction are provided.

Method for producing hydrogen or heavy hydrogens, method for producing hydrogenated (protiated, deuterated or tritiated) organic compound, method for hydrogenating (protiating, deuterating or tritiating) organic compound, method for dehalogenating organic compound having halogen, and ball for use in mechanochemical reaction

A method for producing a polyamine is described that provides excellent safety, a lot of flexibility regarding a variety of its productions, and that can produce a polyamine of high-molecular weight easily and inexpensively. The polyamine includes a combination of units of formula (1) or (2):&#x2014;(NH&#x2014;(CH)&#x2014;NH&#x2014;(CH))&#x2014;&#x2003;&#x2003;(1)(in the formula (1), independently in every unit, 'm' indicates an integral number of 0 or more and 'n' indicates an integral number of 3 or more.)&#x2014;(NH&#x2014;y&#x2014;NH &#x2014;Z)&#x2014;&#x2003;&#x2003;(2)(in the formula (2), independently in every unit, &#x201c;Y&#x201d; and &#x201c;Z&#x201d; are the same as or different from each other, and they indicate substituted or unsubstituted groups including unsaturated aliphatic, cyclic aliphatic or aromatic hydrocarbon radicals that can include hetero atoms.).

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Gifu, Japan

Yasunari Monguchi