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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662897Generated: October 29, 2026

2-(Tri-n-butylstannyl)thiophene → 3-Diethoxyphosphoryl-[2,2']-bithiophene

https://huagongshe.com/reaction/1662897

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tri-n-butylstannyl)thiopheneHCID 2779373—
Reactant2-Iodo-3-diethoxyphosphorylthiopheneHCID 59155836—
CatalystCuprous chlorideHCID 62652—
SolventTetrahydrofuranHCID 8028—
Product3-Diethoxyphosphoryl-[2,2']-bithiopheneHCID 59155828—

Reaction Steps

Copper(I) chloride (2.5 equivalents) was charged into a reaction container, to which 2-thienyltributyl tin (2.5 equivalents) and 2-iodo-3-diethoxyphosphorylthiophene were added under nitrogen atmosphere while being dissolved in tetrahydrofuran, followed by heating under reflux for 20 hours. After completion of the reaction, the reaction solution was filtered through celite and the resulting residue was washed with ethyl acetate. The filtrate was washed three times with a 1N hydrochloric acid aqueous solution and a 10% saline solution and dried over anhydrous sodium sulfate. The solvent was distilled off, and the resulting crude product was purified with a silica gel column (hexane:ethyl acetate=1:3) to obtain a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030438B2
Source datasetuspto-grants-2011_10
ORD IDord-2055e280654845ffbbfc71d2e378ae04
Source noteuspto-grants-2011_10