Abstract Alpha -SUBSTITUTED ACRYLIC COMPOUNDS OF THE FORMULA WHEREIN R is hydrogen or a methyl group is prepared by initially reacting a dienic compound such as cyclopentadiene or anthracene with acrolein at a temperature sufficiently high to form a Diels-Alder adduct. The adduct thus formed then reacts with an acrylonitrile of the formula IN THE PRESENCE OF A BASE SUCH AS SODIUM OR POTASSIUM HYDROXIDE, OR AN ORGANIC AMINE AT A TEMPERATURE IN THE RANGE BETWEEN 0* AND 80*C. to form a Michael''s adduct of the formula WHEREIN R has the same meaning as stated above and D is the dienic moiety. The Michael''s adduct is pyrolyzed at a temperature in the range between 90* and 600*C. to form the Alpha substituted acrylic compounds. The aldehyde group can be transferred into a number of new functions including -COOH, COOR'', CN and CONH2 groups, wherein R'' is a lower alkyl group containing 1 to 4 carbon atoms.
Inventors
👤 F Weiss
👤 R Rusch
Bibliographic Details
Application Number—
JurisdictionUS
Data Sourcegoogle_patents
Last Synchronized2026-10-29 18:25
CPC Classifications
C; C07; C07C; C07C255/00
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
11 words
A PROCESS FOR PREPARING AN A-SUBSTITUTED ACRYLIC COMPOUND OF THE FORMULA
Claim 2
Dependent Claim
11 words
A PROCESS FOR PREPARING AN A-SUBSTITUTED ACRYLIC COMPOUND OF THE FORMULA
Claim 3
Dependent Claim
21 words
A process according to claim 1 wherein acrolein reacts with cyclopentadiene at a temperature in the range between 0* and 100*C.
Claim 4
Dependent Claim
21 words
A process according to claim 1 wherein acrolein reacts with anthracene at a temperature in the range between 100* and 200*C.
Claim 5
Independent Claim
10 words
A method for preparing 4-cyano-2-methylene butyric acid of the formula
Claim 6
Independent Claim
10 words
A method for preparing 4-cyano-2-methylene butyric acid of the formula
Claim 7
Dependent Claim
12 words
A method according to claim 4 wherein the pyrolysis precedes the oxidation.
Claim 8
Dependent Claim
12 words
A method according to claim 4 wherein the oxidation precedes the pyrolysis.
Claim 9
Dependent Claim
22 words
A method according to claim 4 wherein the oxidation is carried out at a temperature in the range between 0* and 80*C.
Claim 10
Dependent Claim
49 words
A method according to claim 4 wherein the oxidation is carried out in a gaseous phase using air as an agent in the presence of a catalytic amount of a molybdenum oxide, a tungsten oxide, a cobalt oxide, or a bismuth oxide at a temperature between 300* and 400*C.