Reaction of phenol with methyl 1-adamantyl ketone in the presence of aluminum phenolate

Journal Article · Wed Jul 20 04:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5971333

Kozlikovskii, Ya B; Chernyaev, B V; Yurchenko, A G

The condensation of phenol with methyl 1-adamantyl ketone in the presence of aluminum phenolate leads to the formation of 1-(1-adamantyl)-1-(2-hydroxyphenyl)-ethene, 1-(1-adanamtyl)-1-(4-hydroxyphenyl)ethene, 3-methyl-2,3-(3,4-homoadamantano)-2,3-dihydrobenzofuran, and also the dimer and trimer of the initial ketone, i.e., 1,3-di(1-adamantyl)-2-buten-1-one and 1,3,5-tri(1-adamantyl)benzene. In an acidic medium 3-methyl-2,3-(3,4-homoadamantano)-2,3-dihydrobenzofuran is in equilibrium with 1-(1-adamantyl)-1-(2-hydroxyphenyl)ethene.

• Research Organization: Kiev Polytechnical Institute (USSR)
• OSTI ID: 5971333
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:2; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ADAMANTANE
ALKANES
ALUMINIUM COMPOUNDS
ANGULAR MOMENTUM
AROMATICS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CYCLOALKANES
DEHYDROCYCLIZATION
FURANS
HETEROCYCLIC COMPOUNDS
HYBRIDIZATION
HYDROCARBONS
HYDROXY COMPOUNDS
INFRARED SPECTRA
KETONES
KINETICS
MASS SPECTRA
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PARTICLE PROPERTIES
PHENOL
PHENOLATES
PHENOLS
REACTION KINETICS
SPECTRA
SPIN
YIELDS