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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693939Generated: October 25, 2026

Nitromethane → 1-butyl-4-((E)-2-nitro-vinyl)-benzene

https://huagongshe.com/reaction/1693939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
Reactant4-ButylbenzaldehydeHCID 70988—
ReactantAmmonium AcetateHCID 517165—
SolventAcetic AcidHCID 176—
Product1-butyl-4-((E)-2-nitro-vinyl)-benzeneHCID 5925510490.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-n-butylbenzaldehyde (5 g, 30.8 mmol), nitromethane (3.31 mL, 61.6 mmol), ammonium acetate (3.56 g, 46.2 mmol) and acetic acid (50 mL) was stirred for 5 hours at 100° C. The mixture was cooled to room temperature, concentrated under a reduced pressure, and diluted with ethyl acetate. The organic layer was 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 (5.7 g). This compound was used in the subsequent reaction without being purified.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-89ee8ad1461d45b4a0d8c40adc5fafb6
Source noteuspto-grants-2012_04