Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1985-07-10
1987-09-15
Shippen, Michael L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
562406, 562419, 568429, C07C 5129, C07C 5114, C07C 6738
Patent
active
046941002
ABSTRACT:
A method for producing .alpha.-(p-isobutylphenyl)propionic acid or its alkyl esters which is characterized in that starting materials are inexpensive, processes are easy to be done and products are highly pure. The method comprises the steps of (I): catalytically cracking 1,1-bis(p-isobutylphenyl)ethane at temperatures in the range of 200.degree. to 650.degree. C. in the presence of a protonic acid catalyst and/or a solid acid catalyst to produce isobutylbenzene and p-isobutylstyrene; and (II): reacting said p-isobutylstyrene with carbon monoxide and water or alcohol at temperatures in the range of 40.degree. to 150.degree. C. in the presence of a metal complex carbonylation catalyst to produce .alpha.-(p-isobutylphenyl)propionic acid or its alkyl ester; or (III): reacting said p-isobutylstyrene with carbon monoxide and hydrogen at temperatures in the range of 40.degree. to 150.degree. C. in the presence of a metal complex carbonylation catalyst to produce .alpha.-(p-isobutylphenyl)propionaldehyde and then oxidizing said .alpha.-(p-isobutylphenyl)propionaldehyde to produce .alpha.-(p-isobutylphenyl)propionic acid. The recovered isobutylene is recycled to produce 1,1-bis(p-isobutylphenyl)ethane by reaction with acetaldehyde in the presence of sulfuric acid.
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Hirano Ryotaro
Matsumura Yasuo
Nomura Hideki
Sato Atsushi
Shimizu Isoo
Nippon Petrochemicals Company Ltd.
Shippen Michael L.
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