Ethanone, 1-(3,5-dimethyl-4-isoxazolyl)- (9CI) synthesis
- Product Name:Ethanone, 1-(3,5-dimethyl-4-isoxazolyl)- (9CI)
- CAS Number:35166-20-2
- Molecular formula:C7H9NO2
- Molecular Weight:139.15
1223452-45-6
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75-16-1
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35166-20-2
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$175.00/100mg
Yield:35166-20-2 420 mg
Reaction Conditions:
Stage #1: N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide;methylmagnesium bromide in tetrahydrofuran at 0 - 20; for 4 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;water at 20; for 1 h;
Steps:
4.2 1-(3,5-dimethylisoxazol-4-yl)ethanone
A solution of 580 mg (3.15 mmol) of N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide in 20 mL of THF is cooled to 0°C. A solution of 1.57 mL (4.72 mmol) of 3 M methylmagnesium bromide in ether is added. After stirring for 4 hours at room temperature, the reaction medium is taken up in 10 mL of 1 N HCl and stirred for a further 1 hour at room temperature. The mixture is then basified with K2CO3 and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and evaporated to dryness to give 420 mg of 1-(3,5-dimethylisoxazol-4-yl)ethanone, corresponding to the following characteristics: LC/MS (method G): [M+H]+: m/z 140 tr (min) = 1.06. 1H NMR spectrum (300 MHz, δ in ppm, CDCl3): 2.48 (s, 6H), 2.70 (s, 3H).
References:
WO2013/190123,2013,A1 Location in patent:Page/Page column 48; 49
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35166-20-2
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35166-20-2
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35166-20-2
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