11-アミノウンデカン酸

製造方法|-Aminoundecanoic acid is normally prepared from castor oil (glycerol triricinoleate). Firstly the castor oil is subjected to methanolysis to yield the methyl ester of ricinoleic acid and then the following route is used: In the first step, the pyrolysis of methyl ricinoleate is carried out at about 500C; the principal products are n-heptaldehyde and methyl undecylenate. The latter is hydrolysed to give undecylenic acid which is treated with hydrogen bromide in a non-polar solvent in the presence of a peroxide. Under these conditions, reverse Markownikoff addition occurs and the main product is |-bromoundecanoic acid. This product is then treated with ammonia to give |-aminoundecanoic acid, which is a crystalline solid, m.p. 189C.