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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77806Generated: October 25, 2026

Nitromethane → 2-Methyl-6-(4-((E)-2-nitro-vinyl)-benzyloxy)-pyridine

https://huagongshe.com/reaction/77806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant4-(6-Methyl-pyridin-2-yloxymethyl)-benzaldehydeHCID 59255148—
SolventAcetic AcidHCID 176—
Product2-Methyl-6-(4-((E)-2-nitro-vinyl)-benzyloxy)-pyridineHCID 59255368110%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 4-(6-methyl-pyridin-2-yloxymethyl)-benzaldehyde (4.19 g, 18.5 mmol) described in Manufacturing Example 3-1-2 in acetic acid (30 mL) were added nitromethane (5.65 g, 92.6 mmol) and ammonium acetate (2.85 g, 37.0 mmol) under nitrogen atmosphere, which was stirred for 3 hours at 110° C. The reaction mixture was partitioned into water and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (5.50 g) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-8d3d40763f0c4de1a07f9332ef3d77f1
Source noteuspto-grants-2014_09