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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77985Generated: October 25, 2026

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

https://huagongshe.com/reaction/77985

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 numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-8ad2ff8858704f30923708c384778fc7
Source noteuspto-grants-2014_09