(3-Nitropyridin-2-yl)methyl acetate synthesis
- Product Name:(3-Nitropyridin-2-yl)methyl acetate
- CAS Number:131747-33-6
- Molecular formula:C8H8N2O4
- Molecular Weight:196.16
5236-76-0
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131747-33-6
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Yield:131747-33-6 57%
Reaction Conditions:
with acetic anhydride;acetic acid at 90 - 110;
Steps:
9
(3-Nitropyridin-2-yl)methyl acetate (45); To a solution of 2-methyl-3-nitropyridine 1-oxide (44) (0.78 g, 5.07 mmol) in acetic acid at 90° C. was added acetic anhydride (0.72 mL, 7.61 mmol), and the reaction was heated at 110° C. overnight. The mixture was cooled, concentrated in vacuo and adsorbed onto silica. The crude residue was then purified by chromatography on silica gel (Gradient: EtOAc in heptane) to provide the product (572 mg, 57%). LCMS m/z 196.9 (M+1). 1H NMR (400 MHz, CDCl3) δ 2.20 (s, 3H), 5.63 (s, 2H), 7.49 (br dd, J=8.2, 4.7 Hz, 1H), 8.41 (dd, J=8.3, 1.5 Hz, 1H), 8.84 (dd, J=4.7, 1.6 Hz, 1H).
References:
US2010/324043,2010,A1 Location in patent:Page/Page column 32-33
931-19-1
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131747-33-6
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