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Oxidation of N-benzylidenebenzylamine by oxygen through the formation of a carbanion

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6974923
; ; ; ;

A study was carried out on the oxidation of the methylene group of N-benzylidene-benzylamine through the formation of a carbanion. The conditions were found for a combined oxidation-reduction process using KOH, O/sub 2/, solvent, dibenzo-18-crown-6 and NaBH/sub 4/, in which the oxidation is shifted toward the formation of a hydroxy compound, namely, N-benzylidene-2-hydroxybenzylamine. Oxidation in this system is a convenient preparative method for introducing a hydroxyl group into acidic CH bonds.

Research Organization:
Nairit Research and Production Association, Erevan (USSR)
OSTI ID:
6974923
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:6; ISSN JOCYA
Country of Publication:
United States
Language:
English

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALCOHOLS
ALDEHYDES
ALKALI METAL COMPOUNDS
ALKENES
AMIDES
AMINES
ANIONS
BENZALDEHYDE
BOROHYDRIDES
BORON COMPOUNDS
CARBANIONS
CHALCOGENIDES
CHARGED PARTICLES
CHEMICAL REACTIONS
COMPARATIVE EVALUATIONS
DMSO
FURANS
GLYCOLS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROXIDES
HYDROXY COMPOUNDS
INFRARED SPECTRA
IONS
MASS SPECTRA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC POLYMERS
ORGANIC SOLVENTS
ORGANIC SULFUR COMPOUNDS
OXIDATION
OXIDIZERS
OXYGEN COMPOUNDS
POLYETHYLENE GLYCOLS
POLYMERS
POTASSIUM COMPOUNDS
POTASSIUM HYDROXIDES
REDOX POTENTIAL
REDUCING AGENTS
REDUCTION
SODIUM COMPOUNDS
SODIUM SULFIDES
SOLVENTS
SPECTRA
SULFIDES
SULFOXIDES
SULFUR COMPOUNDS
TETRAHYDROFURAN
WATER