Process for conducting an organic reaction in ionic liquids

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C568S349000, C568S378000, C568S826000, C560S128000

Reexamination Certificate

active

08067644

ABSTRACT:
The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an α,β-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the α,β-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The α,β-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.

REFERENCES:
patent: 4334098 (1982-06-01), Mookherjee et al.
patent: 6573405 (2003-06-01), Abbott et al.
PCT International Search Report, date mailed Dec. 17, 2009, 16 pages.
Ayyar, et al., Synthesis of δ—Damascone [trans-1-(2,6,6-Trimethylclohex-3-enyl) but-2-en-1-one] and β-Damascenone [trans-1-(2,6,6-Trimethylcyclohexa-1,3-dienyl) but-2-en-1-one]Journal of the Chemical Society Perkin Trans., 1975, 1, pp. 1727-1736.
Abbott, Andrew P., et al., “Quaternary ammonium zinc- or tin-containing ionic liquids: water insensitive, recyclable catalysts for Diels-Alder reactions,”Green Chemistry, vol. 4, pp. 24-26, 2002.
Dyson, Paul J., et al., “Effect of Lewis acis on the Diels-Alder reaction in ionic liquids with different activation modes,”Journal of Physical Organic Chemistry, vol. 21, pp. 264-270, 2008.
Kumar, Anil, et al., “Converting exo-Selective Diels-Alder Reaction to endo-Selective in Chloroaluminate Ionic Liquids,”The Journal of Organic Chemistry, 2004, 4, pp. 1419-1420.
Lee, C. W.a, “Diels-Alder Reactions in Chloroaluminate Ionic Liquids: Acceleration and Selectivity Enhancement,” Tetrahedron Letters, Elsevier, Amsterdam, vol. 40, pp. 2461-2464, 1999.
U.S. Appl. No. 12/641,786, filed Dec. 18, 2009, Daniel Martin Bourgeois, et al.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for conducting an organic reaction in ionic liquids does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for conducting an organic reaction in ionic liquids, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for conducting an organic reaction in ionic liquids will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4297802

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.