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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662872Generated: October 29, 2026

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

https://huagongshe.com/reaction/1662872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(Tri-n-butylstannyl)thiopheneHCID 2779373—
Reactant2,5-Diiodo-3,4-bis(diethoxyphosphoryl)thiopheneHCID 86638411—
CatalystCopperHCID 23978—
SolventDimethylformamideHCID 6228—
Product3',4'-Bis(diethoxyphosphoryl)-[2,2':5',2'']-terthiopheneHCID 59155949—

Reaction Conditions

Temperature80 °C

Reaction Steps

3,4-bis(diethoxyphosphoryl)-2,5-diiodothiophene obtained in Example 7, and different types of copper reagents (2.2 equivalents, commercial products) indicated in Table 9 were dissolved in DMF, to which 2-tributylstannylthiophene (2.2 equivalents) was added at room temperature. Thereafter, the reaction mixture was heated to 80° C. and stirred for 11 to 13 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030438B2
Source datasetuspto-grants-2011_10
ORD IDord-05b45716e4a740d8ab33aeba37c60287
Source noteuspto-grants-2011_10