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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691071Generated: October 31, 2026

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

https://huagongshe.com/reaction/1691071

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 numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-c2fe59e39bed4f03b71877e60402549b
Source noteuspto-grants-2012_04