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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436518Generated: October 26, 2026

1-Bromo-2-iodobenzene → 1-Bromo-2-(3-methyl-butyl)-benzene

https://huagongshe.com/reaction/1436518

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-iodobenzeneHCID 11415—
ReactantHCID 178445878HCID 178445878—
CatalystDibenzalacetone palladiumHCID 72499888—
Product1-Bromo-2-(3-methyl-butyl)-benzeneHCID 2106376978.1%

Reaction Steps

Charge a Schlenck flask with palladium dibenzylidene acetone (88 mg, 0.16 mmol) and tri-o-furyl phosphine (72 mg, 0.31 mmol), purge with nitrogen and add 2 ml of dry THF. Stir for 2 minutes, until the deep purple solution turns to greenish yellow and add 1-iodo-2-bromo benzene (0.8 ml. 6.2 mmol) followed by 3-methyl-butyl zinc (0.5 M solution in THF, 30 ml, 15 mmol). React at rt for 4 hours. Add silica gel, concentrate, load onto a flash chromatography column and elute with hexane to obtain the title compound as a colorless liquid (1.1 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618978B2
Source datasetuspto-grants-2009_11
ORD IDord-403cd73f02314f6fbadf2e87ea6ae88d
Source noteuspto-grants-2009_11