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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693782Generated: November 2, 2026

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

https://huagongshe.com/reaction/1693782

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 numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-4fa5bc8ba003477b8f17bb8c8b310909
Source noteuspto-grants-2012_04