Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1974-06-05
1976-09-21
Todd, G. Thomas
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
424267, C07D21178
Patent
active
039818772
ABSTRACT:
The new 1-alkyl-4-(1, 2, or 3-carboxy-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine compounds are prepared from the corresponding 1, 2 or 3-carboxy-5H-dibenzo[a,d]cyclohepten-5-one by reaction with a Grignard reagent prepared from a 1-alkyl-4-halo piperidine to form an intermediate carbinol, or a 1, 2 or 3-carboxy-5-(1-alkyl-4-piperidyl)-5H-dibenzo[a,d]cyclohepten-5-ol which is then dehydrated to produce the desired 1-alkyl-4-(1, 2 or 3-carboxy-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine, or alternatively by hydrolysis of a 1-alkyl-4-(1, 2 or 3-cyano-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine compound to form the corresponding 1-alkyl-4-(1, 2 or 3-carboxy-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine compound.
REFERENCES:
patent: 3014911 (1961-12-01), Engelhardt
patent: 3511881 (1970-05-01), Hoffsommer et al.
patent: 3547980 (1970-12-01), Engelhardt et al.
Migridichian, "Organic Synthesis, vol. 1," Reinhold Publishing Corp., New York (1957), pp. 420-423.
Morrison et al., "Organic Chemistry, 2nd Ed.", Allyn and Bacon, Inc., Boston (1966), 777.
Arno James A.
Merck & Co. , Inc.
Nicholson William H.
Todd G. Thomas
Westlake, Jr. Harry E.
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