Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691330Generated: October 26, 2026

Nitromethane → 2-(4-((E)-Nitro-vinyl)-phenoxymethyl)-pyridine

https://huagongshe.com/reaction/1691330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant4-(Pyridin-2-ylmethoxy)benzaldehydeHCID 759667—
SolventAcetic AcidHCID 176—
Product2-(4-((E)-Nitro-vinyl)-phenoxymethyl)-pyridineHCID 5925519597.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(pyridin-2-ylmethoxy)-benzaldehyde (29 g, 136 mmol) described in Manufacturing Example 203-1-1, nitromethane (36.6 mL, 680 mmol), ammonium acetate (21 g, 272 mmol), and acetic acid (300 mL) was stirred for 21 hours at 100° C. This mixture was cooled to room temperature and concentrated under a reduced pressure. The residue was partitioned into ethyl acetate and water. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (33.9 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-7a770ab6ffb54da796d8d6041afc1c2b
Source noteuspto-grants-2012_04