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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640268Generated: October 25, 2026

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

https://huagongshe.com/reaction/640268

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 numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-f6910bf8e6cd432ba23e37451327aca2
Source noteuspto-grants-2010_04