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:
- Issue Date:
- Research Org.:
- Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1092974
- Patent Number(s):
- 8507700
- Application Number:
- 13/556,484
- Assignee:
- Los Alamos National Security, LLC (Los Alamos, NM)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
- 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. Tue .
"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 = {},
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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