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ChemicalBook CAS DataBase List 4-Isoxazolecarboxylic acid, 5-cyclopropyl-3-phenyl-

4-Isoxazolecarboxylic acid, 5-cyclopropyl-3-phenyl- synthesis

4synthesis methods
4-Isoxazolecarboxylic acid, 5-cyclopropyl-3-phenyl-, ethyl ester

943130-41-4
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4-Isoxazolecarboxylic  acid,  5-cyclopropyl-3-phenyl-

943130-42-5
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Yield:943130-42-5 86%

Reaction Conditions:

Stage #1: ethyl 5-cyclopropyl-3-phenyl-1,2-oxazole-4-carboxylatewith sodium hydroxide;water in ethanol at 80; for 3 h;
Stage #2: with hydrogenchloride in water; pH=1;

Steps:

69.b

To a solution of 5-cyclopropyl-3-phenyl-isoxazole-4-carboxylic acid ethyl ester (408 mg, 1.58 mmol) in ethanol (4 mL) was added aqueous sodium hydroxide (I N, 3.17 mL, 3.17 mmol) and the mixture was stirred for 3 h at 80 0C. The ethanol was distilled off and the residue diluted with water (5 mL) and acified with aqueous HCl (IN) to pH=l. The resulting suspension was filtered off and washed with water affording the title compound (314 mg, 86%) as a white solid. MS: m/e = 230.3[M+H]+.

References:

WO2007/71598,2007,A1 Location in patent:Page/Page column 49