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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930753Generated: November 1, 2026

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

https://huagongshe.com/reaction/1930753

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 58076258465.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(pyridin-2-yloxymethyl)-benzaldehyde (26.8 g, 26 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 to separate the reaction mixture. The organic layer was separated, 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 titled compound (31 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188119B2
Source datasetuspto-grants-2012_05
ORD IDord-f8bbb5a0b17640ec85aad95ece5ef2fc
Source noteuspto-grants-2012_05