ChemicalBook CAS DataBase List 12-AMINODODECANOIC ACID

12-AMINODODECANOIC ACID synthesis

11synthesis methods

Product Name:12-AMINODODECANOIC ACID
CAS Number:693-57-2
Molecular formula:C12H25NO2
Molecular Weight:215.33

5810-18-4 Synthesis

5810-18-4
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693-57-2
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Yield:693-57-2 9.7 g

Reaction Conditions:

with ammonium hydroxide;Ru/SiC;hydrogen in propan-1-ol;water at 110; under 26252.6 Torr; for 1.5 h;Autoclave;

Steps:

Reduction of the Auto-Oxidation Products so as to Obtain the C₁₂Amino Acid:
An Ru/SiC catalyst is introduced into a stainless steel autoclave which is equipped with an electromagnetic stirrer and has a capacity of 500 ml.
A solution containing 10 g of 11-cyanoundecanoic acid and mixed solvent of 140 ml of n-propanol and 140 ml of aqueous ammonia at 28% by weight of ammonia is introduced into the autoclave.
After having flushed the reactor several times with nitrogen, the reactor is pressurized at 35 bar with hydrogen.
The reactor is then heated to 110° C. and the stirring and the temperature are kept constant for 1.5 h.
The reaction then no longer consumes any hydrogen and the temperature of the autoclave is brought back down to 70° C., and then the pressure is reduced to atmospheric pressure and the colorless liquid is taken off.
The solvent is then evaporated off at approximately 60° C. under vacuum, and white crystals (9.7 g) of 12-aminododecanoic acid are recovered.

References:

ARKEMA FRANCE;Dubois, Jean-Luc;Couturier, Jean-Luc;Carpentier, Jean-François;Ternel, Jérémy US10125221, 2018, B2 Location in patent:Page/Page column 17

947-04-6 Synthesis