5-methyl-3-phenyl-4,5-dihydroisoxazole-5-carboxylic acid(SALTDATA: FREE) synthesis
- Product Name:5-methyl-3-phenyl-4,5-dihydroisoxazole-5-carboxylic acid(SALTDATA: FREE)
- CAS Number:842954-77-2
- Molecular formula:C11H11NO3
- Molecular Weight:205.21
17647-40-4
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842954-77-2
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Yield:842954-77-2 95%
Reaction Conditions:
Stage #1: (+/-)-methyl 3-phenyl-5-methyl-4,5-dihydroisoxazole-5-carboxylatewith sodium hydroxide;water in tetrahydrofuran; for 4 h;
Stage #2: with hydrogenchloride in water;
Steps:
4
Preparation 4 [277] 5-METHYL-3-PHENYL-4, 5-DIHYDRO-5-ISOXAZOLECARBOXYLIC acid (VIIA) [278] The compound prepared in Preparation 3 (VIA, 5.34g) was dissolved in DISTIRED tetrahydrofuran (120 MNo.), and IN aqueous sodium hydroxide solution (36. 5 MG, 1.5 Eq) was added. After about four hours, the mixture was neutralized by IN aqueous hy- drochloric acid solution and distiled under reduced pressure to remove most of tetrahydrofuran. The residue was dissolved in excess ethyl acetate (>700 MNo.), washed with water, dried (anhydrous Na2SO4), and concentrated under reduced pressure to give the title compound (4.77g, Yield 95%) as a white powder. This comound was used in the next reaction without any further purification.
References:
WO2005/21516,2005,A1 Location in patent:Page/Page column 22-23
70870-02-9
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842954-77-2
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932-90-1
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100-52-7
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842954-77-2
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$90.00/100mg