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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038008Generated: October 27, 2026

Triethylamine → 1-Chloro-2-(2-fluoro-phenylethynyl)-4-nitro-benzene

https://huagongshe.com/reaction/1038008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Chloro-2-iodo-4-nitrobenzeneHCID 312714—
Reactant1-Ethynyl-2-fluorobenzeneHCID 643358—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product1-Chloro-2-(2-fluoro-phenylethynyl)-4-nitro-benzeneHCID 57685680—

Reaction Conditions

Temperature70 °C

Reaction Steps

Triethylamine (0.2 ml, 1.43 mmol) was added to a suspension of 1-Chloro-2-iodo-4-nitro-benzene 69 (Step 1) (100 mg, 0.354 mmol), 1-ethynyl-2-fluorobenzene (100 mg, 0.832 mmol), copper iodide (100 mg, 0.525 mmol), Pd(PPh3)2Cl2 (100 mg, 0.142 mmol) in dimethylformamide (2 ml) at room temperature, then stirred at 70° C. for 2 hours. Reaction was cooled to room temperature and extracted with ether (50 ml), washed with water (20 ml), dried (MgSO4), filtered and solvent evaporated yielding a residue which chromatographed on silica gel eluting with 20% v/v MeCl2/hexanes yielding title product 70 as pale yellow solid (80 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-328e6b54522445f9b3c7ee502477aaec
Source noteuspto-grants-2013_10