C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 45/68 (2006.01) C07C 45/46 (2006.01) C07C 49/76 (2006.01) C07C 315/04 (2006.01) C07C 317/24 (2006.01) C07C 319/20 (2006.01) C07C 323/22 (2006.01)
Patent
CA 2055924
ABSTRACT In accordance with the present invention, aromatic ketones are prepared by the acylation of aromatic reactants using boron trifluoride as a catalyst and in a solvent medium comprising anhydrous liquid sulfur dioxide. The acylation proceeds in accordance with the equation I: I. Image wherein n ranges from 5 to 9, Ar is phenylene and n is 5, naphthalene and n is 7, or a bis phenylene radical having the structure: Image and n is 9; wherein Z is selected from the group consisting of a covalent carbon to carbon bond, O, S, SO2, C=O and C1 to C3 alkylene or alkylidene, X is selected from the group consisting of H, OH, halogen, C1 to C6 alkyl C1 to C6 alkoxy and combinations thereof, R is an alkyl group containing from 1 to about 16 carbon atoms and Y is selected from the group consisting of hydroxy, acyloxy and halogen. The acylation process of this invention gives rise to aromatic ketones which are highly selectively acylated at the activated ring carbon and also yields a high ratio of conversion of the aromatic starting material. The process also provides a faster rate of reaction than analogous processes and affords the opportunity to recover large quantities of the BF3 catalyst as well as the SO2 solvent for recycle, thus offering improved economy and efficiencies.
Hoechst Celanese Corporation
Smart & Biggar
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