ETHYL 5-TERT-BUTYLISOXAZOLE-3-CARBOXYLATE synthesis
- Product Name:ETHYL 5-TERT-BUTYLISOXAZOLE-3-CARBOXYLATE
- CAS Number:91252-54-9
- Molecular formula:C10H15NO3
- Molecular Weight:197.23
13395-36-3
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91252-54-9
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Yield: 65%
Reaction Conditions:
with hydroxylamine hydrochloride;sodium hydrogencarbonate in ethanol for 16 h;Reflux;
Steps:
B.1
The title compound is prepared by those skilled in the art according to a literature procedure (Lepage et al, Eur. J. Med. Chem., 1992, 27, 6, 581-93).To a solution of sodium hydrogen carbonate (2.10 g, 25 mmol) and hydroxylamine hydrochloride (1.73 g, 25 mmol) in ethanol (25 mL) is added ethyl trimethyl acetopyruvate (5.00 g, 25 mmol). The mixture is heated at reflux for 16 h. After this time the sodium chloride is removed by filtration and the filtrate is concentrated under reduced pressure. The residue is purified by chromatography on silica eluting with 8/2 cyclohexane/ethyl acetate to provide the title compound as a yellow oil (3.2 g, 65%), m/z 198 [M+H+]. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.38 (9 H, s), 1.42 (3 H, t, /=7.15 Hz), 4.44 (2 H, q, /=7.15 Hz), 6.38 (1 H, s).
References:
BOEHRINGER INGELHEIM INTERNATIONAL GMBH;BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG WO2009/140089, 2009, A2 Location in patent:Page/Page column 37
94122-76-6
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91252-54-9
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91252-54-9
81 suppliers
$55.00/250 mg