Production of odor-free tetrahydroisohumulates from alpha acids

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568347, 426600, C07C 4567

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active

052966372

ABSTRACT:
The present application discloses a novel and advantageous method for the preparation of essentially odor-free alkali metal tetrahydroisohumulate (THIH) which proceeds through isomerization of the essential alkali metal tetrahydrohumulate (THH) intermediate, which is in turn produced by the hydrogenation with two moles of hydrogen of a starting alkali metal humulate (H) at a pH of at least 10, the intermediate THH being thus produced with relative ease and in high yields and purity, which high yields and purity carry over to the ultimate end product, namely, to the essentially aroma-, odor-, and impurity-free THIH, which end product accordingly does not require steam-stripping or other cleanup procedure as is conventional for THIH produced from other sources or by other procedure.

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Verzele and De Keukeleire, "Chemistry and Analysis of Hop and Beer Bitter Acids", Developments in Food Science 27, by Elsevier Publishing House, New York (1991), cover page, two page Preface, two page Table of Contents, pages 19-21 and 44-46 from Chapter 3 entitled Reduced derivatives of humulone.
Verzele, et al., "On The Hydrogenation Of Humulone Part I. The Preparation of Tetrahydrohumulone", Bull. Soc. Chim. Belg., 68, Jul. 15, 1959, pp. 315-324.
Anteunis, et al., "On The Hydrogenation Of Humulone Part II. The Mechanism of the Hydrogenolysis", Bull. Soc. Chim. Belg., 68, Sep. 15, 1959, pp. 476-483.

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