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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595948Generated: October 31, 2026

Phenylacetylene → 4-(Phenylethynyl)benzil

https://huagongshe.com/reaction/1595948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyleneHCID 10821—
Reactant1-(4-Bromophenyl)-2-phenylethane-1,2-dioneHCID 236701—
CatalystHCID 178418476HCID 178418476—
SolventDiethylamineHCID 8021—
Product4-(Phenylethynyl)benzilHCID 11088191—

Reaction Steps

4-Bromobenzil (10.0 g, 0.0346 mol), phenylacetylene (3.88 g, 0.0380 mol), and (PPh3)2PdCl2 (0.121 g, 0.0002 mol) in diethylamine (950 mL) is stirred at ambient temperature for 72 hours, followed by concentration to dryness. The residue is then taken up in methylene chloride. Standard aqueous workup followed by recrystallization from 2-propanol gives the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288188B1
Source datasetuspto-grants-2001_09
ORD IDord-071f6f28603845aead5c2722c666b91c
Source noteuspto-grants-2001_09