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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891527Generated: November 2, 2026

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

https://huagongshe.com/reaction/1891527

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 numberUS08507530B2
Source datasetuspto-grants-2013_08
ORD IDord-43d0b752bace446b835ca0a86a5b67c7
Source noteuspto-grants-2013_08