3-Butanoylpyridine

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3-Butanoylpyridine Basic information
Product Name:3-Butanoylpyridine
Synonyms:1-(3-Pyridinyl)-1-butanone;3-Butanoylpyridine;3-Butyrylpyridine;1-Butanone, 1-(3-pyridinyl)-;1-(3-Pyridyl)-1-butanone;1-(pyridin-3-yl)butan-1-one
CAS:1701-70-8
MF:C9H11NO
MW:149.19
EINECS:
Product Categories:
Mol File:1701-70-8.mol
3-Butanoylpyridine Structure
3-Butanoylpyridine Chemical Properties
Boiling point 240-248 °C
density 1.043 g/cm3
storage temp. Sealed in dry,Room Temperature
pka3.25±0.10(Predicted)
Safety Information
HS Code 2933399990
MSDS Information
3-Butanoylpyridine Usage And Synthesis
Synthesis Reference(s)Journal of the American Chemical Society, 69, p. 119, 1947 DOI: 10.1021/ja01193a033
Synthesis
N-PROPYLMAGNESIUM BROMIDE

927-77-5

N-Methoxy-N-methylnicotinamide

95091-91-1

3-Butanoylpyridine

1701-70-8

Step 1: N-methoxy-N-methylnicotinamide (43 g, 0.259 mmol) was dissolved in 200 mL of tetrahydrofuran (THF), followed by the slow dropwise addition of propylmagnesium bromide Grignard reagent (42.3 g, 0.288 mol). The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the mixture was poured into water and extracted with ethyl acetate (EA). The organic phase was separated, dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. The resulting residue was purified by column chromatography (petroleum ether: ethyl acetate = 10:1) to afford 3-butyrylpyridine (15 g, 39% yield).

References[1] Patent: WO2010/111634, 2010, A2. Location in patent: Page/Page column 151-152
3-Butanoylpyridine Preparation Products And Raw materials
Raw materialsn-Propylmagnesium bromide-->N-Methoxy-N-methylnicotinamide
Preparation Products3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
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