Novel schiff bases

Details Novel schiff bases Novel schiff bases

1977-03-28

1977-11-15

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C11900

Patent

active

040585638

ABSTRACT:
A process is described for isomerizing the cis,cis- and cis,trans-isomers of di-(p-aminocyclohexyl)methane to the corresponding trans,trans-isomer. The starting isomer, or mixture of isomers, is converted to the corresponding bis-benzaldimine by reaction with benzaldehyde (or benzaldehyde containing 1 to 3 inert substituents), the bis-benzaldimine is isomerized in the presence of a basic catalyst (potassium t-butoxide, potassium hydroxide preferred) to give predominantly the trans,trans-isomer of the bis-benzaldimine, and the latter is subjected to acid hydrolysis to yield the trans,trans-isomer of the free diamine. The process can be applied to the individual cis,cis- and cis,trans-isomers of the diamine as well as to admixtures of these isomers with the trans,trans-isomer, such as the mixtures of these stereo-isomers obtained by catalytic hydrogenation of di-(p-aminophenyl)methane.

REFERENCES:
patent: 2951832 (1960-09-01), Moran
patent: 3152182 (1964-10-01), Humber
patent: 3876702 (1975-04-01), Petersen et al.

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