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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690934Generated: October 30, 2026

Nitromethane → 2-(Benzyloxy)-5-[(E)-2-nitroethenyl]pyridine

https://huagongshe.com/reaction/1690934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant6-(Benzyloxy)nicotinaldehydeHCID 21102205—
SolventAcetic AcidHCID 176—
Product2-(Benzyloxy)-5-[(E)-2-nitroethenyl]pyridineHCID 5660514696%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 6-benzyloxy-pyridin-3-carbaldehyde (4.87 g, 22.8 mmol) described in Manufacturing Example 12-1-2 in acetic acid (30 mL) were added nitromethane (6.96 g, 114 mmol) and ammonium acetate (3.51 g, 45.6 mmol) under nitrogen atmosphere at room temperature, which was stirred for 2.5 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 (5.60 g, 96%) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-bfd8bc1e2ba44dc2aa678b1f6ac97027
Source noteuspto-grants-2012_04