5-(4-METHYLPHENYL)ISOXAZOLE-3-CARBOXYLI& synthesis
- Product Name:5-(4-METHYLPHENYL)ISOXAZOLE-3-CARBOXYLI&
- CAS Number:33282-21-2
- Molecular formula:C11H9NO3
- Molecular Weight:203.19
88958-15-0
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33282-21-2
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Yield:33282-21-2 91%
Reaction Conditions:
Stage #1: ethyl 5-(p-tolyl)isoxazole-3-carboxylatewith sodium hydroxide in ethanol at 20; for 24 h;
Stage #2: with hydrogenchloride in water; pH=2;
Steps:
4.1.4. General procedure for the preparation of 5-aryl-isoxazole-3-carboxylic acid (21-29)
General procedure: To a stirred solution of ester 12-20 (1 equiv) in EtOH (95%), was added sodium hydroxide in pellets (10 equiv). The mixture was then stirred at room temperature for 24 h. EtOH was removed under reduced pressure and the residue was acidified (1N HCl, pH 2) and extracted with EtOAc. The organic extracts were washed with water and brine, dried over MgSO4 and concentrated under reduced pressure to afford essentially pure carboxylic acid 21-29.
References:
Andrzejak, Virginie;Muccioli, Giulio G.;Body-Malapel, Mathilde;El Bakali, Jamal;Djouina, Madjid;Renault, Nicolas;Chavatte, Philippe;Desreumaux, Pierre;Lambert, Didier M.;Millet, Regis [Bioorganic and Medicinal Chemistry,2011,vol. 19,# 12,p. 3777 - 3786] Location in patent:experimental part
1175745-90-0
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33282-21-2
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122-00-9
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33282-21-2
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5814-37-9
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33282-21-2
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517870-14-3
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33282-21-2
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