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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557688Generated: October 30, 2026

Water → HCID 87227725, compound

https://huagongshe.com/reaction/557688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTributyltin ChlorideHCID 15096—
Reactant4,4-Dihexyl-4H-cyclopenta[1,2-b:5,4-b']bisthiopheneHCID 59426892—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
SolventTriethylamineHCID 8471—
ProductHCID 87227725HCID 8722772594.8%

Reaction Conditions

Temperature-78 °C

Reaction Steps

4,4-Dihexyl-4H-cyclopenta[2,1-b;3,4-b′]dithiophene (2.2 g, 0.0065 mol) was dissolved in dry THF (20 mL). The solution was cooled to −78° C. BuLi (7.62, 2.5 M in hexanes, 0.019 mol) was then added to the solution. The reaction mixture was allowed to warm to room temperature and was stirred for 5 hours. The mixture was then cooled again to −78° C. and Bu3SnCl (7.44g, 0.0229 mol) was added. The reaction mixture was allowed to warm to room temperature and was stirred for another 48 hours. Water was then added and the mixture was extracted with dihicholomethane. Organic layer was collected, dried over anhydrous Na2SO4, and concentrated. The residue thus obtained was dissolved in hexane and quickly passed through a plug of silica gel pretreated with triethylamine. The solvent was removed and the residue was dried under vacuum to afford bis-(tributylstannyl)-4,4-dihexyl-cyclopenta[2,1-b:3,4-b′] dithiophene (5.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058550B2
Source datasetuspto-grants-2011_11
ORD IDord-8e1adf195c9c49e2bae25b13ec465ec8
Source noteuspto-grants-2011_11