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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894679Generated: November 1, 2026

Acetic Acid → (E)-2-((4-(2-Nitrovinyl)benzyl)oxy)pyridine

https://huagongshe.com/reaction/1894679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant4-((Pyridin-2-yloxy)methyl)benzaldehydeHCID 59255118—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(E)-2-((4-(2-Nitrovinyl)benzyl)oxy)pyridineHCID 5807625896%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(pyridin-2-yloxymethyl)-benzaldehyde (26.8 g, 126 mmol)) described in Manufacturing Example 1-2-2, nitromethane (34 mL, 630 mmol), ammonium acetate (19 g, 252 mmol), and acetic acid (90 mL) was stirred for 1 hour and 30 minutes at 100° C. Ethyl acetate and water were added thereto, which was separated. The organic layer was washed with water five times and saturated sodium bicarbonate water once, dried over anhydrous magnesium sulfate, and filtered. This filtrate was concentrated under a reduced pressure, so as to obtain a crude product of the title compound (31 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513287B2
Source datasetuspto-grants-2013_08
ORD IDord-eebeadc1789046c4b1a7fd242c3c590f
Source noteuspto-grants-2013_08