1-(5-(HydroxyMethyl)pyridin-2-yl)ethanone synthesis
- Product Name:1-(5-(HydroxyMethyl)pyridin-2-yl)ethanone
- CAS Number:1391602-00-8
- Molecular formula:C8H9NO2
- Molecular Weight:151.16
1207627-42-6
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Yield: 56%
Reaction Conditions:
Stage #1:(6-ethynyl-pyridin-3-yl)-methanol with sulfuric acid;water;mercury(II) sulfate in acetone at 20;Reflux;
Stage #2: with sodium hydrogencarbonate in water; pH=~ 7
Steps:
4.1.2.3
A mixture of 3.3 g 1.2 (6-ethynyl-pyridin-3-yl)-methanol), 0.735 g mercury sulfate and 25 ml 25% aqueous sulfuric acid in 70 ml acetone was stirred at reflux for 3 h, then at ambient temperature overnight. Additional 0.5 g mercury sulfate was added and stirred for 10 min at reflux. The mixture was evaporated under reduced pressure, diluted with water and the pH was adjusted to ~7 with sodium carbonate. The aqueous layer was extracted with ethyl acetate (4x) and dried with magnesium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel chromatography (Si02; petroleum ether/ethyl acetate 1 :1).Yield: 2.1 g I.3 (56% of theory) Analysis: [M+H]+ = 152; HPLC-MS (method F): Rt = 0,61 min
References:
BOEHRINGER INGELHEIM INTERNATIONAL GMBH;DAHMANN, Georg;FIEGEN, Dennis;FLECK, Martin;HOFFMANN, Matthias;KLICIC, Jasna;EAST, Stephen, Peter;NAPIER, Spencer, Charles, R.;SCOTT, John WO2012/101013, 2012, A1 Location in patent:Page/Page column 66; 67
122306-01-8
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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1391602-00-8
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