Sodium Hydroxide → 2-Chloro-4-[1-oxo-3-(3-hydroxyphenyl)propyl]benzoic acid

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Reaction Steps

A mixture of 2-chloro-4-[3-(3-hydroxyphenyl)-1-oxopropan-1-yl]benzoic acid, methyl ester (Example 94; 2.1 g, 6.6 mmol) and 1N sodium hydroxide solution was stirred for 4 h at room temperature. The solution was filtered through Celite and the filter cake was washed with water (5 mL). 1N hydrochloric acid solution (22 mL) was added to the stirred filtrate and the resulting mixture was stirred for 2 h and then filtered. The solid was washed with water, dried and crystallized from ether/hexane to afford 2-chloro-4-[3-(3-hydroxyphenyl)-1-oxopropan-1-yl]benzoic acid (1.59 g, 79% yield) as an off-white solid.

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