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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640247Generated: October 29, 2026

Acetic Acid → 1-(2-Nitroethenyl)-3-phenoxybenzene

https://huagongshe.com/reaction/640247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNitromethaneHCID 6375—
Reactant3-PhenoxybenzaldehydeHCID 38284—
ReactantAmmonium AcetateHCID 517165—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-(2-Nitroethenyl)-3-phenoxybenzeneHCID 570250598.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

To an acetic acid (20.0 mL) solution of 3-phenoxybenzaldehyde (3.00 g, 15.1 mmol) were added nitromethane (4.61 g, 75.5 mmol) and ammonium acetate (2.33 g, 30.2 mmol) under nitrogen atmosphere at room temperature, which was stirred for 3 hours at 100° C. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (3.60 g) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-ad57c4c8b27f4a8ba2c188495163e723
Source noteuspto-grants-2010_04