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63635-26-7

2-ISOPROPOXYBENZOIC ACID synthesis

12synthesis methods
-

Yield:63635-26-7 80%

Reaction Conditions:

Stage #1: isopropyl 2-isopropoxybenzoatewith potassium tert-butylate in dimethyl sulfoxide at 70; for 2 h;
Stage #2: with hydrogenchloride;water in dimethyl sulfoxide at 0 - 10;

Steps:



To a stirred solution of Isopropyl 2-isopropoxy-benzoate (10 g, 240 mmol) in dimethyl sulfoxide (40 mL) was added potassium tert-butoxide (10 g, 890 mmol) in portions. The solution was heated to 70° C. on a water bath for 2 h, and the progress of the reaction was monitored by TLC using a hexane-ethyl acetate (8:2) solvent system. The reaction mass was cooled to 10° C., poured into ice water, and then acidified with 5% dilute hydrochloric acid. The precipitated solid was filtered and washed thoroughly with distilled water, and the crude mass was recrystallized in hexane (50 mL) to yield an off-white solid of 2-Isopropoxy-benzoic Acid (7.6 g, 80%).

References:

US2006/167107,2006,A1 Location in patent:Page/Page column 5