Patent ID: 8067644
Filing Date: 2011-11-29
Classification: C07C

Abstract:
1. A process for producing substituted cyclohexenes comprising: providing to a reactor an α,β -unsaturated carbonyl dienophile of Formula I wherein R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of H and C 1 -C 4 alkyl or R 1 and R 2 , R 1 and R 4 , R 3 and R 4 , or R 2 and R 3 may optionally be joined together to form a 5-, 6-, or 7-membered ring, and m is 0 or 1; providing to the reactor a 1,3-diene of Formula II wherein R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are each independently selected from the group consisting of H and C 1 -C 4 alkyl; providing a Lewis acidic ionic liquid having a structure: wherein M is a metal selected from the group consisting of Al, Ga, In, and Zr; A is selected from the group consisting of Cl, Br, I, and CF n is an integer from 2 to 4; and “Cation” is an ionic compound having a structure selected from the group consisting of : where R 11 through R 22 are each independently a substituent selected from the group consisting of —H, —CH 3 , —C 2 H 5 , —C 3 H 7 , —C 4 H 9 , —C 5 H 11 , —C 6 H 13 , —C 7 H 15 , —C 8 H 17 , —C 9 H 19 , (C 2 -C 6 )alkenyl, hydroxyalkyl, haloalkyl, alkoxyalkyl, (C 6 -C 10 )aryl, and (C 8 -C 16 )alkenylaryl to the reactor; and reacting the α,β -unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product.