Method of carbon chain extension using novel aldol reaction
Abstract
Method of producing C.sub.8-C.sub.15 hydrocarbons comprising providing a ketone starting material; providing an aldol starting material comprising hydroxymethylfurfural; mixing the ketone starting material and the aldol starting material in a reaction in the presence of a proline-containing catalyst selected from the group consisting of Zn(Pro).sub.2, Yb(Pro).sub.2, and combinations thereof, or a catalyst having one of the structures (I), (II) or (III), and in the presence of a solvent, wherein the solvent comprises water and is substantially free of organic solvents, where (I), (II) and (III) respectively are: ##STR00001## where R.sub.1 is a C.sub.1-C.sub.6 alkyl moiety, X=(OH) and n=2. ##STR00002## In (III), X may be CH.sub.2, sulfur or selenium, M may be Zn, Mg, or a lanthanide, and R.sub.1 and R.sub.2 each independently may be a methyl, ethyl, phenyl moiety.
- Inventors:
- Publication Date:
- Research Org.:
- Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1092974
- Patent Number(s):
- 8,507,700
- Application Number:
- 13/556,484
- Assignee:
- Los Alamos National Security, LLC (Los Alamos, NM)
- DOE Contract Number:
- AC52-06NA25396
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Silks, Louis A, Gordon, John C, Wu, Ruilan, and Hangson, Susan Kloek. Method of carbon chain extension using novel aldol reaction. United States: N. p., 2013.
Web.
Silks, Louis A, Gordon, John C, Wu, Ruilan, & Hangson, Susan Kloek. Method of carbon chain extension using novel aldol reaction. United States.
Silks, Louis A, Gordon, John C, Wu, Ruilan, and Hangson, Susan Kloek. 2013.
"Method of carbon chain extension using novel aldol reaction". United States. https://www.osti.gov/servlets/purl/1092974.
@article{osti_1092974,
title = {Method of carbon chain extension using novel aldol reaction},
author = {Silks, Louis A and Gordon, John C and Wu, Ruilan and Hangson, Susan Kloek},
abstractNote = {Method of producing C.sub.8-C.sub.15 hydrocarbons comprising providing a ketone starting material; providing an aldol starting material comprising hydroxymethylfurfural; mixing the ketone starting material and the aldol starting material in a reaction in the presence of a proline-containing catalyst selected from the group consisting of Zn(Pro).sub.2, Yb(Pro).sub.2, and combinations thereof, or a catalyst having one of the structures (I), (II) or (III), and in the presence of a solvent, wherein the solvent comprises water and is substantially free of organic solvents, where (I), (II) and (III) respectively are: ##STR00001## where R.sub.1 is a C.sub.1-C.sub.6 alkyl moiety, X=(OH) and n=2. ##STR00002## In (III), X may be CH.sub.2, sulfur or selenium, M may be Zn, Mg, or a lanthanide, and R.sub.1 and R.sub.2 each independently may be a methyl, ethyl, phenyl moiety.},
doi = {},
url = {https://www.osti.gov/biblio/1092974},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Aug 13 00:00:00 EDT 2013},
month = {Tue Aug 13 00:00:00 EDT 2013}
}
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