Production of 5-(1-carboxyethyl)-2-phenylthiophenylacetic acid


PURPOSE: To obtain a compound useful as an intermediate for synthesizing drugs by a simple operation economically and in high yield without using a reagent having high toxicity, by rearranging and hydrolyzing a haloacetal in a proton solvent in the presence of a base. CONSTITUTION: A haloacetal shown by formula I (R 1 is H or lower alkyl; R 2 is lower alkyl; X is halogen) is reacted in a proton solvent (e.g. water-methanol) in the presence of a base (e.g. NaOH) at 50°CW the reflux temperature for 1W several tens hours to give the aimed substance shown by formula II. The amount of the base used is at least ≥2 equivalents based on the haloacetal. The haloacetal shown by formula I is readily obtained by a well-known method of reacting a haloketone with a primary alcohol and an orthoformic ester. COPYRIGHT: (C)1988,JPO&Japio




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    US-6111115-AAugust 29, 2000Nippon Chemiphar Co., Ltd., Ube Industries, Ltd.Preparation of 2-(10,11-dihydro-10-oxodibenzo-[b,f]thiepin-2-yl) propionic acid
    WO-9807717-A1February 26, 1998Nippon Chemiphar Co., Ltd., Ube Industries, Ltd.PROCESS FOR PREPARING 2-(10,11-DIHYDRO-10-OXODIBENZO[b,f]THIEPIN-2-YL)PROPIONIC ACID AND INTERMEDIATES THEREFOR