FIELD: chemistry.
SUBSTANCE: present invention relates to a method of producing 1-acetyladamantane, which is used in synthesis of several substituted adamantanes and is starting material in preparation of medicinal agents having antibacterial and antiviral activity, the most common of which is Remantadin. Also, alkyladamantyl ketones (including 1-acetyladamantane) are recommended for use in veterinary medicine for treating Newcastle disease. The method involves reacting 1-chloroadamantane with ethyledene diacetate (EDA) in a medium of carbon tetrachloride in the presence of a nickel-containing catalyst (Ni(acac)2, NiBr2(PPh3)2, NiCl2(PPh3)2 or NiCl2(PBu3)2), activated with acetonitrile, at temperature 160-180°C for 5-7 hours, in molar ratio [1-chloradamantane] : [EDA] : [CCl4] : [catalyst] : [CH3CN]=100:100-200:200:3-5:10-15.
EFFECT: invention enables production of the end product using a simple method with output of 85-90%.
1 tbl, 1 ex
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Authors
Dates
2011-01-10—Published
2008-12-31—Filed