5-(2-FURYL)ISOXAZOLE-3-CARBOXYLIC ACID synthesis
- Product Name:5-(2-FURYL)ISOXAZOLE-3-CARBOXYLIC ACID
- CAS Number:98434-06-1
- Molecular formula:C8H5NO4
- Molecular Weight:179.13
33545-40-3
98434-06-1
General procedure for the synthesis of 5-(2-furanyl)isoxazole-3-carboxylic acid from ethyl 5-(furan-2-yl)isoxazole-3-carboxylate: 1N aqueous lithium hydroxide solution (80 mL) was slowly added to a mixed solution of THF (130 mL) and methanol (25 mL) containing ethyl 5-(furan-2-yl)isoxazole-3-carboxylate (4.14 g). The reaction mixture was stirred at room temperature for 15 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was acidified by adding 1N hydrochloric acid to the residue until a solid precipitated. The solid product was collected by filtration and washed with distilled water. After drying, 3.22 g of 5-(2-furyl)isoxazole-3-carboxylic acid (yield: 90%) was obtained as a white solid. [178] 1H-NMR (acetone-d6, 200 MHz) δ: 7.90-7.86 (m, 1H), 7.19 (d, 1H), 7.00 (s, 1H), 6.77-6.73 (m, 1H).
33545-40-3
51 suppliers
$155.00/500mg
98434-06-1
91 suppliers
$22.00/250mg
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
1192-62-7
507 suppliers
$5.00/10g
98434-06-1
91 suppliers
$22.00/250mg
36983-35-4
12 suppliers
$45.00/10mg
98434-06-1
91 suppliers
$22.00/250mg