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Title: Cross metathesis approach to C11-C13 fatty-chain amino esters from oleic acid derivatives

Abstract

A concise method of producing nylon 11, 12, or 13 precursors from oleic acid or an ester of oleic acid is described. The method involves cross-metathesis reactions as the key C--C bond formation step. Subsequent steps are provided to convert the metathesis product to the corresponding nylon precursors. Also provided are the products of the method.

Inventors:
; ; ; ; ;
Issue Date:
Research Org.:
The University of Toledo; Toledo, OH (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1492012
Patent Number(s):
10087137
Application Number:
15/320,802
Assignee:
The University of Toledo (Toledo, OH)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
EE0005993
Resource Type:
Patent
Resource Relation:
Patent File Date: 2015 Jun 22
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Yamamoto, Kana, Viamajala, Sridhar, Varanasi, Sasidhar, Nguyen, Kim, Abel, Godwin, and Mudiyanselage, Ajith Yapa. Cross metathesis approach to C11-C13 fatty-chain amino esters from oleic acid derivatives. United States: N. p., 2018. Web.
Yamamoto, Kana, Viamajala, Sridhar, Varanasi, Sasidhar, Nguyen, Kim, Abel, Godwin, & Mudiyanselage, Ajith Yapa. Cross metathesis approach to C11-C13 fatty-chain amino esters from oleic acid derivatives. United States.
Yamamoto, Kana, Viamajala, Sridhar, Varanasi, Sasidhar, Nguyen, Kim, Abel, Godwin, and Mudiyanselage, Ajith Yapa. Tue . "Cross metathesis approach to C11-C13 fatty-chain amino esters from oleic acid derivatives". United States. https://www.osti.gov/servlets/purl/1492012.
@article{osti_1492012,
title = {Cross metathesis approach to C11-C13 fatty-chain amino esters from oleic acid derivatives},
author = {Yamamoto, Kana and Viamajala, Sridhar and Varanasi, Sasidhar and Nguyen, Kim and Abel, Godwin and Mudiyanselage, Ajith Yapa},
abstractNote = {A concise method of producing nylon 11, 12, or 13 precursors from oleic acid or an ester of oleic acid is described. The method involves cross-metathesis reactions as the key C--C bond formation step. Subsequent steps are provided to convert the metathesis product to the corresponding nylon precursors. Also provided are the products of the method.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Oct 02 00:00:00 EDT 2018},
month = {Tue Oct 02 00:00:00 EDT 2018}
}

Works referenced in this record:

Synthesis of Unsaturated Amino Alcohols through Unexpectedly Selective Ru-Catalyzed Cross-Metathesis Reactions
journal, May 2005


Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15
journal, January 2011


The Reaction of Organoboranes with Chloramine and with Hydroxylamine-O-sulfonic Acid. A Convenient Synthesis of Amines from Olefins via Hydroboration
journal, September 1964


Prevention of Undesirable Isomerization during Olefin Metathesis
journal, December 2005