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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78224Generated: October 25, 2026

Nitromethane → 2-(4-((E)-Nitro-vinyl)-phenoxymethyl)-pyridine

https://huagongshe.com/reaction/78224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant4-(Pyridin-2-ylmethoxy)benzaldehydeHCID 759667—
SolventAcetic AcidHCID 176—
Product2-(4-((E)-Nitro-vinyl)-phenoxymethyl)-pyridineHCID 5925519597.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(pyridin-2-ylmethoxy)-benzaldehyde (29 g, 136 mmol) described in Manufacturing Example 203-1-1, nitromethane (36.6 mL, 680 mmol), ammonium acetate (21 g, 272 mmol), and acetic acid (300 mL) was stirred for 21 hours at 100° C. This mixture was cooled to room temperature and concentrated under a reduced pressure. The residue was partitioned into ethyl acetate and water. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (33.9 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-a41c2e49e879436ba1f27eeeb95de024
Source noteuspto-grants-2014_09