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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562874Generated: October 30, 2026

1,3-Dibromobenzene → HCID 11233124, compound

https://huagongshe.com/reaction/562874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromobenzeneHCID 7927—
ReactantChlorodiphenylphosphineHCID 66180—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11233124HCID 1123312491.5%

Reaction Steps

To a solution of 1,3-dibromobenzene (7.4 mL, 61 mmol, 1.05 equiv) in THF (70 mL, 0.9 M) at −90° C. was added n-BuLi (2.5 M) (25.5 mL, 64 mmol, 1.10 equiv) dropwise. The reaction mixture was stirred 45 min then diphenylchlorophosphine (10.7 mL, 58 mmol, 1.0 equiv) was added dropwise and the resulting dark brown solution was warmed to room temperature for 15 min and filtered through a small pad of Celite. The mixture was concentrated under reduced pressure and the residue was purified by flash chromatography (Et2O/hexane, 0:100-5:95) to afford (3-bromophenyl)diphenylphosphine (2) (18.1 g, 91%) as a viscous colorless oil, which was characterized as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067440B2
Source datasetuspto-grants-2011_11
ORD IDord-55afa2ec66764d5daf601b33510475e4
Source noteuspto-grants-2011_11