Manufacture of alpha-arylalkanoic acids and precursors

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

CPC

260/550, 260/472

IPC codes

C07C 57/30 (2006.01) C07C 41/48 (2006.01) C07C 43/315 (2006.01) C07C 45/29 (2006.01) C07C 45/46 (2006.01) C07C 45/63 (2006.01) C07C 49/76 (2006.01) C07C 49/84 (2006.01) C07C 51/00 (2006.01) C07C 59/68 (2006.01) C07C 69/76 (2006.01)

Type

Patent

Patent number

CA 1199646

Description

ABSTRACT OF THE DISCLOSURE a-Arylalkanoic acids or esters, ortho esters or amides thereof are prepared by forming an a-hydroxy ketal or thioketal of an aryl alkyl ketone, activating the a-hydroxy substituent with an esterifying agent to form the corresponding ketal or thioketal ester substrate, wherein the ester group is sufficiently labile to non-catalytically disassociate from the substrate in a protic or dipolar, aprotic solvent, maintaining the ester substrate in contact with the protic or dipolar, aprotic solvent or mixtures thereof for a time sufficient to form the corresponding a-arylalkanoic acid or ester, ortho ester or amide thereof, optionally concomitantly or sequentially hydrolyzing any ester, ortho ester or amide formed to the corresponding a-arylalkanoic acid and optionally converting the latter into a salt. The rearrangement can be conducted in the absence of water and under acidic conditions to afford high yields of the desired a-arylalkanoic acids.

Application Number

401916

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