4-(Phenylthio)Benzoic Acid synthesis

14synthesis methods

Product Name:4-(Phenylthio)Benzoic Acid
CAS Number:6310-24-3
Molecular formula:C13H10O2S
Molecular Weight:230.28

Benzoic acid, 4-(phenylthio)-, methyl ester

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6310-24-3
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Yield:6310-24-3 96%

Reaction Conditions:

with lithium hydroxide monohydrate;water in tetrahydrofuran;methanol at 20; for 4 h;

Steps:

25.2 4-(phenylthio)benzoic acid.

4-(phenylthio)benzoic acid. A mixture of methyl 4-(phenylthio)benzoate (5 g, 20.4 mmol), lithium hydroxide monohydrate (1.1 g, 26 mmol), tetrahydrofuran (5 mL), methanol (1 mL) and water (1 mL) was stirred at 20°C for 4 hours. The mixture was neutralized to pH=l with concentrated hydrochloric acid and then extracted with ethyl acetate (15 mL x 3). The combined organic phase was dried by sodium sulfate, and then filtered. The filtrate was concentrated in vacuo to give 4-(phenylthio)benzoic acid as a white solid(4.5 g, 96%). LRMS (M + H⁺) m/z: calcd 230.04; found 230.

References:

WO2013/75083,2013,A1 Location in patent:Paragraph 00234; 00236