Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707212Generated: November 1, 2026

1-Ethynyl-4-propylbenzene → Diphenylacetylene

https://huagongshe.com/reaction/1707212

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethynyl-4-propylbenzeneHCID 2775133—
Reactant1-Iodo-4-(pentylthio)benzeneHCID 18982656—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDiethylamineHCID 8021—
ProductDiphenylacetyleneHCID 10390123.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

The product from step 2.4 (2.82 g) and the product from step 2.2 (6.0 g) were mixed in diethylamine (44 ml). Copper (I) iodide (0.026 g) and dichloro di(triphenylphosphine) palladium (0) (0.193 g) were then added and the mixture was then stirred at 20° C. under argon for 16 hrs. Purification by chromatography gave 4.3 g of tolane product, mpt. 43° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05352381
Source datasetuspto-grants-1994_10
ORD IDord-5a030c97fd674e7d94b450d6c638b3e6
Source noteuspto-grants-1994_10