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ChemicalBook CAS DataBase List 5-(2-FURYL)ISOXAZOLE-3-CARBOXYLIC ACID

5-(2-FURYL)ISOXAZOLE-3-CARBOXYLIC ACID synthesis

3synthesis methods
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Yield: 90%

Reaction Conditions:

Stage #1:5-furan-2-yl-isoxazole-3-carboxylic acid ethyl ester with lithium hydroxide;water in tetrahydrofuran;methanol for 15 h;
Stage #2: with hydrogenchloride in water

Steps:

1.3
To a solution of 5-furan-2-yl-isoxazole-3-carboxylic acid ethyl ester (4.14 g) inTHF(130 mL) and methanol (25 mL) was slowly added IN lithiun hydroxide aqueous solution (80 mL). The resulting mixture was stirred for 15 hours, and then concentrated under reduced pressure. The remaining solution was acidified with IN hydrochloric acid to form a solid, and the solid was filtered, washed with distilled water, dried to give 3.22 g of 5-furan-2-yl-isoxazole-3-carboxylic acid (yield: 90 %) as a white solid.[178] .H-NMR(acetone-d , 200MHz), ppm(δ): 7.90~7.86(m, IH), 7.19(d, IH), 7.00(s, IH), 6.77-6.73(1H IH)

References:

SK HOLDINGS CO., LTD. WO2009/5269, 2009, A2 Location in patent:Page/Page column 18

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