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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158548Generated: November 2, 2026

Triethylamine → 4-Fluoro-4'-(phenylethynyl)benzophenone

https://huagongshe.com/reaction/1158548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylacetyleneHCID 10821—
Reactant(4-Bromophenyl)(4-fluorophenyl)methanoneHCID 74951—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTolueneHCID 1140—
Product4-Fluoro-4'-(phenylethynyl)benzophenoneHCID 4095657—

Reaction Conditions

Temperature70 °C

Reaction Steps

In an inert atmosphere glovebox, 4-bromo-4′-fluorobenzophenone (10 g, 35.8 mmol), PdCl2(PPh3)2 (250 mg), CuI (680 mg), phenylacetylene (4.02 g, 1.1 eq), triethylamine (3.6 g, 1 eq), and toluene (25 mL) were combined. The flask was closed and heated to 70° C. for 24 h. The mixture was poured over ice and extracted with methylene chloride, which was separated and evaporated. The residue was recrystallized twice from hot ethanol using decolorizing charcoal to give the title product as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07811499B2
Source datasetuspto-grants-2010_10
ORD IDord-f11959b502fd4079acf7c935cb3587f0
Source noteuspto-grants-2010_10