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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750740Generated: October 31, 2026

2-Iodobenzylic alcohol → 2-(4-Chlorophenyl)benzyl alcohol

https://huagongshe.com/reaction/1750740

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Iodobenzylic alcoholHCID 107629—
Reactant4'-Chlorobiphenyl-2-boronic acidHCID 23450998—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
Product2-(4-Chlorophenyl)benzyl alcoholHCID 1392780—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-iodobenzyl alcohol (11.0 g), 4-chlorophenylbenzeneboronic acid (8.5 g), and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (800 mg) in Na2CO3 (2M solution, 94 mL) and dioxane (300 mL) was heated to 80° C. for 24 hours. The mixture was cooled, the layers were separated, and the organic layer was condensed. The resulting residue was purified by silica gel chromatography eluting with 20% ethyl acetate in hexanes to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156856B2
Source datasetuspto-grants-2015_10
ORD IDord-7ee65dd410d74e2ab8bb4295062cb0ae
Source noteuspto-grants-2015_10