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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872530Generated: October 30, 2026

Nitroethane → (E)-2-(4-chloro-3-(trifluoromethyl)phenyl)-5-(2-nitroprop-1-enyl)furan

https://huagongshe.com/reaction/872530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitroethaneHCID 6587—
ReactantButylamineHCID 8007—
Reactant5-[4-Chloro-3-(trifluoromethyl)phenyl]furan-2-carbaldehydeHCID 799420—
SolventAcetic AcidHCID 176—
Product(E)-2-(4-chloro-3-(trifluoromethyl)phenyl)-5-(2-nitroprop-1-enyl)furanHCID 70653841—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-(4-chloro-3-(trifluoromethyl)phenyl)furan-2-carbaldehyde (4.00 g, 14.5 mmol), nitroethane (3.00 ml, 40.7 mmol), n-butylamine (1.7 ml, 17.5 mmol) and acetic acid (7.5 ml) were mixed and heated up to 80° C. for 2 h. After cooling to RT the mixture was filtered. The precipitate was crystallized from ethanol affording 2.58 g of the title product. 1H-NMR (400 MHz; d6-DMSO): δ 2.62 (s, 3H), 7.39 (d, 1H), 7.57 (d, 1H), 7.87 (m, 1H), 8.00 (s, 1H), 8.11 (m, 1H), 8.22 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975254B2
Source datasetuspto-grants-2015_03
ORD IDord-7de566b30321474e90b2c4326e078804
Source noteuspto-grants-2015_03