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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1457632Generated: November 1, 2026

Hexane → 2-[2-[(2-Nitrophenyl)methyl]3-thienyl]-1,3-dioxolane

https://huagongshe.com/reaction/1457632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactantalpha-Bromo-2-nitrotolueneHCID 77569—
Reactant2-(Tributylstannyl)-3-thienyl-1,3-dioxolaneHCID 11134058—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTolueneHCID 1140—
Product2-[2-[(2-Nitrophenyl)methyl]3-thienyl]-1,3-dioxolaneHCID 1113006577.2%

Reaction Steps

A mixture of 2-[2-(tributylstannyl)-3-thienyl]-1,3-dioxolane (8.8 gms, 20 mmols), 2-nitrobenzyl bromide (4.5 gms, 22 mmol) and tetrakis (triphenylphosphine)-palladium (0) (200 mg) is refluxed in degassed toluene for 16 hours under a nitrogen atmosphere. At the end, the reaction mixture is cooled to room temperature and filtered through diatomaceous earth. The toluene is removed by concentrating at reduced pressure and the product isolated by silica gel column chromatography by elution with 30% ethyl acetate: hexane to give 4.5 gms of the desired product as viscous liquid. Mass Spectrum; M+ 292

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05849735
Source datasetuspto-grants-1998_12
ORD IDord-eac0e902185e4055b653d916e3c5512d
Source noteuspto-grants-1998_12