Method of production of aromatic aldehydes catalyzed by triflic

Details Method of production of aromatic aldehydes catalyzed by triflic Method of production of aromatic aldehydes catalyzed by triflic

1998-05-06

1999-06-08

Kumar, Shailendra

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568420, 568426, C07C 4500

Patent

active

059106131

ABSTRACT:
A process for producing aromatic aldehydes by carbonylation of an arene in the presence of triflic acid catalyst is described by reacting an arene, such as toluene, with carbon monoxide in the presence of triflic acid (as a catalyst), for a reaction time less than 90 minutes, at a carbon monoxide partial pressure of about 700-2000 psig, at a temperature of from about 0-50.degree. C. to produce an aromatic aldehyde such as tolualdehyde and by-products, the by-products being less than 5% by weight based on the total reaction products.
The mole ratio of triflic acid to arene is between about 0.8 to 20, with the reaction having an isomer selectivity greater than 95% by weight for the para isomer aldehyde, and showing substantially no meta isomer.

REFERENCES:
Brian L. Booth and Teymour A. El-Fekky, "A Comparison of the Effectiveness of Sulphiric Acid and Trifluoromethanesulphonic Acid in Koch Carboxylation Reactions", Journal of Chemical Society, 1979, pp. 2441-2447.
Brian L. Booth and Teymour A. El-Fekky, "Formylation and Acylation Reactions Catalysed by Trifluoromethanesulphonic Acid", Journal of Chemical Society, 1980, pp. 181-185.
George A. Olah, Khosrow Laali and Omar Farooq, "Superacid-Catalyzed Formylation of Aromatics with Carbon Monoxide", Journal of Organic Chemistry, vol. 50, 1985 pp. 1483-1486.

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