1-Propanone,1-(6-methyl-2-pyridinyl)-(9CI) synthesis
- Product Name:1-Propanone,1-(6-methyl-2-pyridinyl)-(9CI)
- CAS Number:165126-71-6
- Molecular formula:C9H11NO
- Molecular Weight:149.19
1620-75-3
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925-90-6
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165126-71-6
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Yield:165126-71-6 66%
Reaction Conditions:
Stage #1: 2-Cyano-6-methylpyridine;ethylmagnesium bromidewith tert-butyldimethylsilyl chloride;copper(I) bromide in tetrahydrofuran at -70 - 20; for 2.66667 h;
Stage #2: with water in tetrahydrofuran at 0;
Steps:
B.17.1 Reference Example B17
(1) To a suspension of 2-cyano-6-methylpyridine (1.5 g), tert-butyldimethylsilyl chloride (2.22 g) and copper(I) bromide (55 mg) in tetrahydrofuran (15 mL) was added dropwise 0.86M solution of ethylmagnesium bromide in tetrahydrofuran (23.6 mL) at -70 °C under argon gas atmosphere and the mixture was stirred for 10 minutes. The mixture was stirred at room temperature for 2.5 hours. Thereto was added water under ice-cooling and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated in vacuo. The resultant crude product was purified by a flash column chromatography on silica gel (Solvent; n-hexane/ethyl acetate = 20: 1) to give 1-(6-methylpyridin-2-yl)propan-1-one (1.24 g, yield: 66 %) as a red oil. MS(APCI)m/z; 150 [M+H]+
References:
EP1772454,2007,A1 Location in patent:Page/Page column 72
81684-02-8
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165126-71-6
13 suppliers
$310.00/100mg