4-(PYRIDIN-3-YLOXY)BENZOIC ACID synthesis
- Product Name:4-(PYRIDIN-3-YLOXY)BENZOIC ACID
- CAS Number:437383-99-8
- Molecular formula:C12H9NO3
- Molecular Weight:215.2
877874-61-8
437383-99-8
Step 2. Synthesis of 4-(pyridin-3-yloxy)benzoic acid. Methyl 4-(pyridin-3-yloxy)benzoate (0.8 g) was dissolved in methanol (10 mL) and aqueous sodium hydroxide solution (2 mL) was added. The reaction mixture was stirred at 75°C for 1 hour. Upon completion of the reaction, it was neutralized with 1N hydrochloric acid (10 mL) and subsequently extracted with ethyl acetate (EtOAc). The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to afford 4-(pyridin-3-yloxy)benzoic acid (0.8 g, 93% yield) as a white solid. LC-MS analysis showed the molecular ion peak of the target compound m/z: 215 ([M+H]+).
877874-61-8
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437383-99-8
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Yield:437383-99-8 93%
Reaction Conditions:
with water;sodium hydroxide in methanol at 75; for 1 h;
Steps:
6.2
Step 2. Methyl 4-(pyridin-3-yloxy) benzoic acid. To a solution of methyl 4-(pyridin-3- yloxy)benzoate in MeOH (10 mL) was added aq. NaOH (2 mL). The mixture was stirred at 75°C for 1 hr, diluted with IN HC1(10 ml), and extracted with EtOAc. Combined organic layers were dried over anhydrous Na2S04 and concentrated under reduced pressure to give 4-(pyridin-3 -yloxy) benzoic acid (0.8 g, 93% yield). LC-MS: m/z: 215(M+H)+.
References:
WO2014/176258,2014,A1 Location in patent:Page/Page column 37
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437383-99-8
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