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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605571Generated: November 1, 2026

Imidazole → 1-Bromo-4-(2-iodoethoxy)benzene

https://huagongshe.com/reaction/605571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantIodineHCID 807—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(p-Bromophenoxy)ethanolHCID 99168—
SolventTolueneHCID 1140—
Product1-Bromo-4-(2-iodoethoxy)benzeneHCID 5975669467.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a sol. of compound 4 (39.2 g, 181 mmol) in dry toluene (500 mL) was added imidazole (61.5 g, 903 mmol), PPh3 (90 g, 343 mmol), and iodine (87.1 g, 343 mmol). This mixture was stirred at 60° C. for 2 h. The mixture was filtered over Celite, and the filtrate was concentrated under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:5→1:4→1:3→1:2→1:1) yielded the title compound (39.9 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915259B2
Source datasetuspto-grants-2011_03
ORD IDord-a4854053e7ed4f9f813d9516fc06ae49
Source noteuspto-grants-2011_03