Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707901Generated: October 30, 2026

Hydrochloric Acid → HCID 67742268, compound

https://huagongshe.com/reaction/1707901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Butyl-4-ethynylbenzeneHCID 2775132—
ReactantHCID 67742270HCID 67742270—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDiethylamineHCID 8021—
ProductHCID 67742268HCID 6774226866.8%

Reaction Conditions

Temperature5 °C

Reaction Steps

2-Bromo-1,4-difluoro-4-iodobenzene (11 g) was dissolved in diethylamine (16 ml) under nitrogen atmosphere, and then bis(triphenylphosphine)palladium(II) chloride (0.03 g) and copper(I) iodide (0.03 g) were added thereto, followed by stirring. The flask was cooled to 5° C. or lower, and then 4-butylphenylacetylene (6.2 g) was added dropwise thereto. After stirring at room temperature for 5 hours, the reaction solution was poured into a mixture of concentrated hydrochloric acid (9 ml) and ice (20 g). After extraction with chloroform, the resultant was washed with water twice, followed by distilling off chloroform. The residue was distilled under reduced pressure (b.p. 170° to 180° C./5 mmHg) to give 4-bromo-2,5-difluoro-4'-butyltolane (8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05356558
Source datasetuspto-grants-1994_10
ORD IDord-ecd8403da4b24b4ea7dcaf01e1c49f15
Source noteuspto-grants-1994_10