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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571438Generated: November 1, 2026

1,4-Dibromobenzene → (4-Bromophenyl)tributylstannane

https://huagongshe.com/reaction/571438

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobenzeneHCID 7804—
ReactantTributyltin ChlorideHCID 15096—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product(4-Bromophenyl)tributylstannaneHCID 1569536581.3%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To p-dibromobenzene (932 mg, 4.00 mmol, 1.00 equiv) in THF (10 mL) at −78° C. was added nBuLi (2.5 M in hexane, 1.6 mL, 4.0 mmol, 1.0 equiv). The reaction mixture was stirred at −78° C. for 30 min before the addition of nBu3SnCl (1.30 g, 4.00 mmol, 1.00 equiv). After stirring for 1.0 hr at −78° C., the reaction mixture was warmed to 23° C. and the solvent was removed in vacuo. the residue was purified by fractional distillation to afford 1.45 g of the title compound as a colorless oil (81% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024093B2
Source datasetuspto-grants-2015_05
ORD IDord-110ad166816f4b8f9a5fe5627e407e0f
Source noteuspto-grants-2015_05