Methylene-carbonyl condensations of some CH acids with aldehydes under the conditions of phase-transfer catalysis or catalysis by the fluoride ion
The condensation of a series of CH acids (fluorene, phenylacetonitrile, ethene) with aromatic aldehydes was realized in the aqueous sodium hydroxide-organic solvent-phase-transfer catalyst system. 9-Substituted fluorenesdo not enter into condensation under the indicated conditions. The condensation of fluorene, PhCH/sub 2/CN, CH/sub 2/(CN)/sub 2/, and CH/sub 2/(CN)COOEt with benzaldehyde and also of CH/sub 2/(CN)COOEt with cyclohexanone was realized in the presence of tetrabutylammonium fluoride, deposited on silica gel. It was shown that the yield of the product from crotonic condensation in the reaction of CH/sub 2/(COOEt)/sub 2/ with benzaldehyde is small, and this is due to the instability of PhCh = C(COOEt)/sub 2/ under the reaction conditions. Sodiomalonic ester was condensed with benzaldehyde in the presence of titanium tetrachloride or aluminum chloride.
- Research Organization:
- M. V. Lomonosov Moscow State Univ. (USSR)
- OSTI ID:
- 7199852
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 23:4; Other Information: Translated from Zh. Org. Khim.; 23: No. 4, 730-735(Apr 1987)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALUMINIUM CHLORIDES
CATALYTIC EFFECTS
AMMONIUM FLUORIDES
CARBOXYLIC ACID ESTERS
DEHYDROCYCLIZATION
ETHYLENE
FLUORENE
NITRILES
QUATERNARY COMPOUNDS
SODIUM HYDROXIDES
TITANIUM CHLORIDES
BENZALDEHYDE
BENZENE
CATALYSIS
CATALYSTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CYCLOHEXANONE
ORGANIC SOLVENTS
SILICA GEL
TETRAHYDROFURAN
TOLUENE
ADSORBENTS
ALDEHYDES
ALKALI METAL COMPOUNDS
ALKENES
ALKYLATED AROMATICS
ALUMINIUM COMPOUNDS
AMINES
AMMONIUM COMPOUNDS
AROMATICS
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
CONDENSED AROMATICS
ESTERS
FLUORIDES
FLUORINE COMPOUNDS
FURANS
HALIDES
HALOGEN COMPOUNDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROXIDES
KETONES
KINETICS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXYGEN COMPOUNDS
REACTION KINETICS
SODIUM COMPOUNDS
SOLVENTS
TITANIUM COMPOUNDS
TRANSITION ELEMENT COMPOUNDS
YIELDS
400201* - Chemical & Physicochemical Properties