(4-nitropyridin-2-yl)methyl acetate synthesis
- Product Name:(4-nitropyridin-2-yl)methyl acetate
- CAS Number:131747-32-5
- Molecular formula:C8H8N2O4
- Molecular Weight:196.16
5470-66-6
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Yield:-
Reaction Conditions:
with acetic anhydride;sodium hydrogencarbonate in ethanol;water;
Steps:
P.4.1 Production Example 4-1:
Production Example 4-1: 2-Acetoxymethyl-4-nitropyridine 200mL of acetic anhydride was heated to 100°C, followed by gradual addition of 2-methyl-4-nitropyridine N-oxide (25.0g, 162mnol). After the addition, the mixture was gradually heated, and was kept at 130°C for 20 minutes. Then, the reaction mixture was cooled to 80°C, followed by dropwise addition of 200mL of ethanol to stop the reaction. After the reaction mixture was concentrated, the residue was put in water of 500mL, and the pH of the mixture was adjusted to 9 by adding sodium hydrogencarbonate. After extraction with ethyl acetate twice (500 mL in the first extraction, and 200 mL in the second extraction), the obtained organic layers were washed with 200mL of water and 200mL of brine. After concentration of the organic layer, the obtained crude product was purified by silica gel column chromatography. thereby to yield 7.68g of the target compound. 1H-NMR (CDCl3, 300MHz): δ 2.23(3H, s, COCH3), 3.36(2H, s, CH2Py), 7.97(1H, dd, Py), 8.07(1H, d, Py), 8.90(1H, d, Py)
References:
EP1455189,2004,A1
931-19-1
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5470-66-6
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108-24-7
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82153-31-9
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