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2-nitro-5-phenoxypyridine synthesis

3synthesis methods
39856-50-3 Synthesis
5-Bromo-2-nitropyridine

39856-50-3
521 suppliers
$6.00/5g

2-nitro-5-phenoxypyridine

779345-38-9
7 suppliers
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Yield:779345-38-9 78%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide at 0 - 20; for 16 h;

Steps:

8.1

Phenol (25 mmol) is dissolved in DMF (30 ml) and NaH (1.1 eq., 60% suspension in liquid paraffin) is added at 0 °C. 5-Bromo-2-nitro- pyridine (1.0 eq.) in DMF (20 ml) is added and stirred 16 h at RT. The reaction solution is poured into water and extracted with ethyl acetate. The combined organic layers are washed with brine, dried over MgSO4 and the solvent is removed in vacuo. 2-Nitro-5-phenoxy-pyridine is obtained after column chromatography (heptan/ethyl acetate) as a brown oil in a yield of 78 %; HPLC (method A): 1.95 min; LC-MS: 1.678 min, 217.15 (M+H+).

References:

WO2009/46784,2009,A1 Location in patent:Page/Page column 54