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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363477Generated: October 29, 2026

Nitroethane → 5-(2-Nitro-1-propen-1-yl)-1,3-benzodioxole

https://huagongshe.com/reaction/1363477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitroethaneHCID 6587—
ReactantPiperonalHCID 8438—
ReactantAmmonium AcetateHCID 517165—
Product5-(2-Nitro-1-propen-1-yl)-1,3-benzodioxoleHCID 22631740%

Reaction Conditions

Temperature105 °C

Reaction Steps

5.00 g (33.3 mmol) piperonal (Aldrich, Milwaukee, Wis.), 12.8 g (167 mmol) ammonium acetate (Fluka), and 50 g (670 Mmol) nitroethane, 98% (Aldrich) were combined in a 100 ml round bottom flask equipped with magnetic stirrer and nitrogen inlet. The reaction mixture was heated to 105° C. for 90 minutes and the solvent was removed under vacuum to give a dark yellow liquid which was recrystallized from cold methyl alcohol three times to give a yellow crystalline solid in 40% yield. 1H NMR spectra is shown in FIG. 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884228B1
Source datasetuspto-grants-2011_02
ORD IDord-54f53a6ce7424833a4df36055ab7e1f5
Source noteuspto-grants-2011_02