A Simple One-Pot Synthesis of Functionalized Ketimines from Ketones and Amine Hydrochloride Salts
Open Access
- 1 February 1995
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 25 (3), 369-378
- https://doi.org/10.1080/00397919508011368
Abstract
Functionalized ketimines of the general formula RR′C(=NCH2Y) [R and R′ = Ph, alkyl; Y = CN (1), CH2Cl (2), COOMe (3)] have been prepared by the condensation of ketones with the corresponding primary amine hydrochloride salts [NH2CH2Cl.HCl (4), NH2CH2CH2Cl.HCL (5) and NH2CH2COOMe HCl (6), respectively]. The reported reaction proceeds mildly in a single step without the need of a previous isolation of the free amine from its salt. N,N-Dimethylformamide (DMF) is used as the solvent and TiCl4 as the drying agent.Keywords
This publication has 17 references indexed in Scilit:
- Efficient Synthesis of Imines by a Modified Titanium Tetrachloride Procedure.Acta Chemica Scandinavica, 1992
- A CONVENIENT SYNTHETIC METHOD FOR SCHIFF BASES. THE TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE-CATALYZED REACTION OF N,N-BIS(TRIMETHYLSILYL)AMINES WITH ALDEHYDES AND KETONESChemistry Letters, 1985
- A Simple, Convenient and Mild Synthesis of Imines on Alumina Surface without SolventSynthesis, 1985
- Imine Synthesis in Strictly Neutral ConditionsSynthetic Communications, 1982
- Iminodimagnesium Reagents. Condensation Reaction with Ketones. Direct Preparation of Anils and a Hydrazone of XanthoneBulletin of the Chemical Society of Japan, 1981
- The synthesis of enamines and ketimines using molecular sievesRecueil des Travaux Chimiques des Pays-Bas, 1972
- Catalysis by molecular sieves in the preparation of ketimines and enaminesThe Journal of Organic Chemistry, 1971
- A Convenient Method for the Preparation of N-Alkyl Benzophenone IminesSynthesis, 1970
- Ketimine syntheses. Use of titanium tetrachloride in a new procedure for their preparationThe Journal of Organic Chemistry, 1967
- The Chemistry of Imines.Chemical Reviews, 1963