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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181606Generated: November 2, 2026

1,4-Dibromobenzene → Diethyl (4-bromophenyl)phosphonate

https://huagongshe.com/reaction/1181606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobenzeneHCID 7804—
ReactantTriethylamineHCID 8471—
ReactantDiethylphosphiteHCID 3780918—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductDiethyl (4-bromophenyl)phosphonateHCID 1262583539.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

1,4-Dibromobenzene (2.36 g), diethyl phosphite (1.52 g) and triethylamine (1.53 ml) were dissolved in toluene, tetrakis(triphenylphosphine)palladium(0) (578 mg) was added, and the mixture was stirred at 80° C. for 2 hr. The reaction mixture was cooled to room temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and brine, dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give the title compound (1.16 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285572B2
Source datasetuspto-grants-2007_10
ORD IDord-fd8b6eb90cb649908d82560216722911
Source noteuspto-grants-2007_10