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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662875Generated: October 29, 2026

Hydrochloric Acid → 3'',4''-Bis(diethoxyphosphoryl)-[2,2';5',2'';5'',2''';5''',2'''']-quinquethiophene

https://huagongshe.com/reaction/1662875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTributylstannylbithiopheneHCID 22634623—
Reactant2,5-Diiodo-3,4-bis(diethoxyphosphoryl)thiopheneHCID 86638411—
CatalystCuprous chlorideHCID 62652—
SolventDimethylformamideHCID 6228—
Product3'',4''-Bis(diethoxyphosphoryl)-[2,2';5',2'';5'',2''';5''',2'''']-quinquethiopheneHCID 59155924—

Reaction Conditions

Temperature80 °C

Reaction Steps

In DMF, 0.0971 g (0.159 mmols) of 2,5-diiodo-3,4-bis(diethoxyphosphoryl)thiophene and 0.0346 g (0.349 mmols) of commercially available copper(I) chloride were dissolved, to which 0.1744 g (0.383 mmols) of tributylstannylbithiophene was added at room temperature. Thereafter, the reaction mixture was heated to 80° C. and stirred for 12 hours. After the reaction, the reaction mixture was cooled down to room temperature, to which a 0.6 M hydrochloric acid aqueous solution was added, followed by extraction of the resulting product with ethyl acetate. The organic phase was washed with a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was removed by distilling off under reduced pressure, and the resulting product was purified with a silica gel column (ethyl acetate:methanol=15:1) to obtain the specified substance 1. The results are shown in Table 12.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030438B2
Source datasetuspto-grants-2011_10
ORD IDord-55830777472b4bd393e61b4135d7380c
Source noteuspto-grants-2011_10