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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922791Generated: November 2, 2026

2-Fluoroaniline → HCID 13922969, compound

https://huagongshe.com/reaction/922791

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-FluoroanilineHCID 9584—
ReactantDimethyl acetylenedicarboxylateHCID 12980—
SolventMethanolHCID 887—
ProductHCID 13922969HCID 1392296983.4%

Reaction Steps

To a solution 2-fluoroaniline (1.00 g, 9.00 mmol) in MeOH (11.1 mL) at 0° C. was added dimethyl acetylenedicarboxylate (DMAD, 1.34 mL, 10.8 mmol). The reaction was stirred at room temperature for 2 h. The mixture was concentrated and the residue was purified by silica gel flash chromatography (gradient 0-25% EtOAc in Hexanes) to give dimethyl(2E)-2-[(2-fluorophenyl)amino]but-2-enedioate (7-1, 1.9 g, 83%). LRMS m/z (M+H)+ 254.4 found, 254.4 required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278960B2
Source datasetuspto-grants-2016_03
ORD IDord-be97227f34bb458c94ceefd604cf3563
Source noteuspto-grants-2016_03