4-Isoxazolecarboxylic acid, 5-(4-broMophenyl)-3-Methyl-, Methyl ester synthesis
- Product Name:4-Isoxazolecarboxylic acid, 5-(4-broMophenyl)-3-Methyl-, Methyl ester
- CAS Number:1228689-61-9
- Molecular formula:C12H10BrNO3
- Molecular Weight:296.12
![Benzenepropanoic acid, 4-bromo-α-[1-(methylamino)ethylidene]-β-oxo-, methyl ester](/CAS/20180713/GIF/1423699-80-2.gif)
1423699-80-2
1228689-61-9
To a stirred solution of methyl 2-(4-bromobenzoyl)-3-(methylamino)but-2-enoate (0.78 g, 2.5 mmol) in acetic acid (10 mL) was added hydroxylamine hydrochloride (0.17 g, 2.5 mmol) under nitrogen atmosphere. After addition, the reaction mixture was heated to reflux for 2 hours under nitrogen protection. Upon completion of the reaction, the mixture was concentrated under reduced pressure to afford the crude product methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate (0.66 g, 89% yield), which could be used for subsequent reactions without further purification.
1423699-80-2
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1228689-61-9
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Yield:1228689-61-9 89%
Reaction Conditions:
with hydroxylamine hydrochloride;acetic acid for 2 h;Inert atmosphere;Reflux;
Steps:
I-A
To a stirred solution of I-4a (0.78 g, 2.5 mmol) in HO Ac (10 mL) was added hydroxylamine hydrochloride (0.17 g, 2.5 mmol) under nitrogen. After the addition, the solution was heated to reflux under nitrogen for 2 hrs. The solution was concentrated in vacuo to afford compound I-5a (0.66 g, yield 89%), which was used for next step without further purification.
References:
WO2013/25733,2013,A1 Location in patent:Paragraph 0404
85963-90-2
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1228689-61-9
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