Patent · US Active

Method for synthesizing an omega-amino acid or ester from a monounsaturated fatty acid or ester

US8884041B2 · kind B2 · utility

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Key dates

Filing dateJul 26, 2012
Grant dateNov 11, 2014
Priority date
Expiry dateJul 26, 2032

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C229/08
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method for synthesizing ω-amino-alkanoic acids or the esters thereof from natural unsaturated fatty acids passing through an intermediate ω-unsaturated nitrile compound. The method is simple to implement and, relative to known methods, avoids the environmental constraints and economic disadvantages resulting from the reaction by-products. The method includes synthesizing an ω-amino acid (ester) of formula R3OOC—(CH2)q-CH2NH2, in which R3 is H or an n-butyl radical and q is an integral index of between 2 and 13, from a monounsaturated fatty acid (ester) of formula (R1-CH═CH—(CH2)p-COO)xR2, in which x represents 1, 2 or 3, R1 is H or a hydrocarbon radical comprising from 4 to 11 carbon atoms and, where appropriate, a hydroxyl function, R2 is H or an alkyl radical comprising from 2 to 4 carbon atoms, and may contain one or more heteroatoms, and p is an integral index of between 2 and 11, including a reaction step of ammoniation.

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