ChemicalBook CAS DataBase List 2-PHENYL-ISONICOTINIC ACID

2-PHENYL-ISONICOTINIC ACID synthesis

8synthesis methods

Product Name:2-PHENYL-ISONICOTINIC ACID
CAS Number:55240-51-2
Molecular formula:C12H9NO2
Molecular Weight:199.21

3475-21-6
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$45.00/2.5mg

55240-51-2
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$45.00/10mg

Yield:55240-51-2 84%

Reaction Conditions:

with selenium(IV) oxide in pyridineHeating / reflux;

Steps:

4
2-phenyl-4-methylpyridine (6 g, 35.4 mmol) and SeO₂ (24 g, 216 mmol) were refluxed in pyridine (100 ml) overnight under argon. The mixture was then filtered through celite while hot. The Celite filter cake was rinsed with pyridine (3x50 ml) and the resulting filtrate evaporated to dryness. The solid thus obtained was triturated in water (200 ml) and filtered off. The resulting brown solid was suspended in a mixture of water (150 ml) and MeOH (200 ml) and made basic by addition of an aqueous NaOH solution. The mixture was then filtered over Celite to removed some insoluble materials. The filtrate was then acidified with concentrated HCl. MeOH was evaporated and the formed precipitate was filtered, washed with water, then small portions Of Et₂O (3x20 ml) and finally dried to afford 5.9 g (84%) of the titled compound as a slightly brown solid.

References:

KONINKLIJKE PHILIPS ELECTRONICS N.V. WO2007/4113, 2007, A2 Location in patent:Page/Page column 24

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66572-56-3 Synthesis