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Title: Methods of making pyrrolidones

Abstract

The present invention provides methods for making N-methylpyrrolidine and analogous compounds via hydrogenation. Novel catalysts for this process, and novel conditions/yields are also described. Other process improvements may include extraction and hydrolysis steps. Some preferred reactions take place in the aqueous phase. Starting materials for making N-methylpyrrolidine may include succinic acid, N-methylsuccinimide, and their analogs.

Inventors:
; ; ;
Issue Date:
Research Org.:
Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1174772
Patent Number(s):
6706893
Application Number:
10/280,577
Assignee:
Battelle Memorial Institute (Richland, WA)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
DOE Contract Number:  
AC06-76RL01830
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Werpy, Todd, Frye, Jr., John G., Wang, Yong, and Zacher, Alan H. Methods of making pyrrolidones. United States: N. p., 2004. Web.
Werpy, Todd, Frye, Jr., John G., Wang, Yong, & Zacher, Alan H. Methods of making pyrrolidones. United States.
Werpy, Todd, Frye, Jr., John G., Wang, Yong, and Zacher, Alan H. Tue . "Methods of making pyrrolidones". United States. https://www.osti.gov/servlets/purl/1174772.
@article{osti_1174772,
title = {Methods of making pyrrolidones},
author = {Werpy, Todd and Frye, Jr., John G. and Wang, Yong and Zacher, Alan H.},
abstractNote = {The present invention provides methods for making N-methylpyrrolidine and analogous compounds via hydrogenation. Novel catalysts for this process, and novel conditions/yields are also described. Other process improvements may include extraction and hydrolysis steps. Some preferred reactions take place in the aqueous phase. Starting materials for making N-methylpyrrolidine may include succinic acid, N-methylsuccinimide, and their analogs.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2004},
month = {3}
}

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Works referenced in this record:

New method for the preparation of N-aryl- and N-alkylpyrrolidones and some of their properties
journal, June 1971


An Integrated Process for the Production of Chemicals from Biologically Derived Succinic Acid
book, February 2001


N-Alkylation of Lactams with Phase Transfer Catalyst
journal, January 1979


Modified ZSM-5 Catalysts for the Synthesis of Five- and Six-Membered Heterocyclic Compounds
journal, July 1994


Catalytic Hydrogenation of Acetophenone Over Ruthenium Catalysts
journal, January 1996


N-Methyl-2-pyrrolidone.
journal, January 1983


N-Methylation of amides, lactams, and ureas
journal, February 1976