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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77829Generated: October 29, 2026

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

https://huagongshe.com/reaction/77829

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 numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-b1ecfb79aa9444e087dc8c2ac8ae04ec
Source noteuspto-grants-2014_09