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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640088Generated: October 25, 2026

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

https://huagongshe.com/reaction/640088

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 numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-cdb111a9e34d42179f10e79e663164f2
Source noteuspto-grants-2010_04