| Autor: |
Akhrem, A. A., Ukhova, L. I., Bludova, G. V., Tsvetkova, T. M., Trus, G. I., Garbuz, N. I., Solovei, L. P. |
| Zdroj: |
Chemistry of Heterocyclic Compounds; January 1976, Vol. 12 Issue: 1 p90-95, 6p |
| Abstrakt: |
Isomeric 1-alkyl-2-methyl-4- (haloethynyl) decahydro-4-quinolols were synthesized by reaction of the individual stereoisomers of 1-alkyl-2-methyl-4-ethynyl-decahydro-4-quinolols with alkali solutions of potassium hypochlorite and hypobromite. 1-Chloro-2-methyl-4-ethynyl decahydro-4-quinolols are formed by the action of an alkaline solution of potassium hypochlorite on isomeric 2-methyl-4-ethynyldecahydro-4-quinolols. Hydrogenolysis of the carbon-halogen bond accompanied by hydrogenation of the C=C bond was observed under conditions of catalytic hydrogenation of 1,2-dimethy1-4-(haloethynyl) decahydro-4-quinolols. Primarily hydrogenolysis of the nitrogen-halogen bond and subsequent reduction of the acetylenic bond occur in the hydrogenation of 1-chloro-2-methyl-4-ethynyldecahydro-4-quinolols. Replacement of chlorine by hydrogen and subsequent alkylation of the resulting secondary amine and formation of the hydrochlorides of the corresponding N-methyl-substituted acetylenic alcohols occur in the reaction of the chloramines with a mixture of formaldehyde and formic acid. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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