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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77964Generated: October 28, 2026

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

https://huagongshe.com/reaction/77964

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 numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-5de2df2090f9433b89861f541ad80359
Source noteuspto-grants-2014_09