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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966238Generated: October 30, 2026

Water → 3-(2-Methoxy-1-methyl-ethoxy)-2-nitro-5-phenoxy-pyridine

https://huagongshe.com/reaction/1966238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenolHCID 996—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-3-(2-methoxy-1-methyl-ethoxy)-2-nitro-pyridineHCID 67486418—
SolventDimethylformamideHCID 6228—
Product3-(2-Methoxy-1-methyl-ethoxy)-2-nitro-5-phenoxy-pyridineHCID 6748646422%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-Chloro-3-(2-methoxy-1-methyl-ethoxy)-2-nitro-pyridine (2 mmol) is dissolved in DMF (15 ml), phenol (3 eq.) and K2CO3 (4 eq.) is added. The reaction is heated to 100° C. in the microwave for 45 min. The reaction solution is pored into water and extracted with methyl-tert.-butyl ether. The combined organic layers are washed with brine, dried over MgSO4 and the solvent is removed in vacuo. 3-(2-Methoxy-1-methyl-ethoxy)-2-nitro-5-phenoxy-pyridine is obtained after column chromatography (heptane/ethyl acetate) as yellow oil in a yield of 22%. HPLC (method C): 2.03 min; LC-MS (method A): 1.99 min, 305.15 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420642B2
Source datasetuspto-grants-2013_04
ORD IDord-690ef0d3ed01416eac1efc9418569b9e
Source noteuspto-grants-2013_04