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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422003Generated: October 30, 2026

3-Nitrophenylboronic Acid → HCID 59804338, compound

https://huagongshe.com/reaction/422003

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantTriethylamineHCID 8471—
Reactant4-Fluoro-3-nitroanilineHCID 67768—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 59804338HCID 59804338—

Reaction Steps

A round bottom flask is charged with 3-nitrophenylboronic acid (4.2 g, 25 mmol), dry molecular sieves (5 g), copper acetate (1.95 g, 12.5 mmol) and dry dichloromethane (150 mL). Triethylamine (8.7 mL, 62.5 mmol) is added followed by the addition of 4-fluoro-3-nitroaniline (2.27 g, 12.5 mmol). The resulting mixture is stirred at ambient temperature for three days. The mixture is filtered through celite and washed with EtOAc. The filtrate is concentrated and purified by column chromatography (EtOAc/Hexane=1:3) to give the desired product: 1H NMR (400 MHz, DMSO) δ 9.12 (s, 1 H), 7.82 (m, 1 H), 7.79-7.37 (m, 1 H), 7.73-7.70 (m, 1 H), 7.56-7.49 (m, 4 H); LC-MS: 278.3 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101608B2
Source datasetuspto-grants-2012_01
ORD IDord-17eb5aba3e6c4901955cf0e49a93423f
Source noteuspto-grants-2012_01