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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691389Generated: November 1, 2026

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

https://huagongshe.com/reaction/1691389

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 58076258—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(pyridin-2-yloxymethyl)-benzaldehyde described in Manufacturing Example 230-1-2 (26.8 g, 126 mmol), 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 the reaction solution, and liquid separation was carried out. This organic layer was separated, washed with water (5 times) and saturated aqueous sodium bicarbonate solution (once), dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (31 g) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-70bb06b0e23a4f72bc909a5c0cb6fc71
Source noteuspto-grants-2012_04