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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894675Generated: October 31, 2026

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

https://huagongshe.com/reaction/1894675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant4-((Pyridin-2-yloxy)methyl)benzaldehydeHCID 59255118—
SolventWaterHCID 962—
Product(E)-2-((4-(2-Nitrovinyl)benzyl)oxy)pyridineHCID 5807625874.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(pyridin-2-yloxymethyl)-benzaldehyde (23.4 g, 110 mmol) described in Manufacturing Example 1-1-2, nitromethane (33.6 g, 550 mmol), ammonium acetate (17.0 g, 220 mmol), and acetic acid (200 mL) was stirred for 1 hour and 45 minutes at 100° C. A small amount of water was added thereto while the reaction solution was stirred under an ice cooling, and the precipitated solids were collected by filtration, so as to obtain title compound (21.0 g, 74.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513287B2
Source datasetuspto-grants-2013_08
ORD IDord-5519f5a26a594819a4b9480aeda925ba
Source noteuspto-grants-2013_08