| abstract |
The present invention belongs to the field of pharmaceutical production and relates to a novel method for producing a substituted phenylacetic acid derivative, particularly to the production of 2- (4- (2-oxocyclopentyl) phenyl) propanoic acid. The method for producing a precursor form of loxoprofen using a 1,4-dihalobenzyl compound or a disubstituted benzyl compound as a starting material is based on a substitution reaction of a cyclopentanone group or a precursor compound thereof. [Chemical 1] In the formula, X is a halogen, L 1 is a suitable leaving group selected from halogen, OH, OMs, OTs, OTf and the like. L 2 is halogen, CN, OH, -CH 2 OH, -CHO, CH 3 NO 2 , ester group, -NR 4 R 5 , OTf, OTs, OMs, -C = CR 6 , [Chemical 2] Etc., which are suitable leaving groups, wherein R 4 , R 5 , R 6 and R 7 are short chain alkyl groups. Z is [Chemical 3] A cyclopentanone group or a precursor form thereof selected from, R 3 is a short-chain alkyl group, and L 3 is a suitable leaving group selected from halogen, OH, OMs, OTs, OTf and the like. , Or an organometallic group. The present invention also includes a detailed procedure for converting a cyclopentanone-based precursor compound to cyclopentanone and subsequently converting a loxoprofen precursor compound to loxoprofen. |