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Synthesis of 2-Methyl-1,4-diacetoxynaphthalene (Vitamin K4) by Catalytic Hydroacetylation of 2-Methyl-1,4-naphthoquinone Full article

Journal Kinetics and Catalysis
ISSN: 0023-1584 , E-ISSN: 1608-3210
Output data Year: 1997, Volume: 38, Number: 1, Pages: 64-69 Pages count : 6
Authors Matveev K.I. 1 , Zhizhina E.G. 1 , Odyakov V.F. 1 , Kotsarenko N.S. 1 , Shmachkova V.P. 1
Affiliations
1 Boreskov Institute of Catalysis, Siberian Division, Russian Academy of Sciences, Novosibirsk, 630090 Russia

Abstract: 2-Methyl-1,4-diacetoxynaphthalene was synthesized by catalytic hydroacetylation of 2-methyl-1,4-naphthoquinone with hydrogen and Ac2O in an AcOH solution at 60 degrees C in the presence of dispersed Pd supported on surfaces of active supports. Hydroacetylation is considered to proceed via five steps. The rate-limiting step is the rearrangement of 2-methyl-1,2,3,4-tetrahydronaphthalene-1,4-dione (diketone) to 2-methyl-1,2-dihydronaphthalene-4-ol-1-one (ketoenol). The rate of hydroacetylation can be increased by choosing an appropriate support and by using H3PO4 adsorption on the support surface. The most active and resistant to Ac2O and AcOH are the systems with Pd supported on Nb2O5, TiO2, and ZrO2. The yield of the target product for 50 min exceeded 95% on some catalysts. The methods for further improvement of hydroacetylation catalysts are proposed.
Cite: Matveev K.I. , Zhizhina E.G. , Odyakov V.F. , Kotsarenko N.S. , Shmachkova V.P.
Synthesis of 2-Methyl-1,4-diacetoxynaphthalene (Vitamin K4) by Catalytic Hydroacetylation of 2-Methyl-1,4-naphthoquinone
Kinetics and Catalysis. 1997. V.38. N1. P.64-69. WOS Scopus РИНЦ ANCAN
Original: Матвеев К.И. , Жижина Е.Г. , Одяков В.Ф. , Коцаренко Н.С. , Шмачкова В.П.
Синтез 2-метил-1,4-диацетоксинафталина (витамина К4) каталитическим гидроацетилированием 2-метил-1,4-нафтохинона
Кинетика и катализ. 1997. Т.38. №1. С.76-82. РИНЦ
Dates:
Submitted: Dec 28, 1994
Identifiers:
Web of science: WOS:A1997WN06000013
Scopus: 2-s2.0-0642338115
Elibrary: 13263151
Chemical Abstracts: 1997:190705
Chemical Abstracts (print): 126:251257
Citing:
DB Citing
Web of science 3
Scopus 2
Elibrary 2