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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557265Generated: October 26, 2026

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

https://huagongshe.com/reaction/557265

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 Preparation Example 1-4-2 (26.8 g, 126 mmol), nitro methane (34 mL, 630 mmol), ammonium acetate (19 g, 252 mmol) and acetic acid (90 mL) was stirred at 100° C for 90 minutes. To the reaction solution were added ethyl acetate and water to carry out liquid separation. The organic layer thereof was separated, washed with water (five times) and saturated sodium bicarbonate water (once), dried over anhydrous magnesium sulfate and then filtered. The filtrate thereof 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 numberUS08058444B2
Source datasetuspto-grants-2011_11
ORD IDord-8574b49b2f8447a4ba0de41419209308
Source noteuspto-grants-2011_11