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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252278Generated: November 2, 2026

Tetrahydrofuran → HCID 54411863, compound

https://huagongshe.com/reaction/2252278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-BromooctaneHCID 8140—
Reactant2,2'-BithiopheneHCID 68120—
ReactantButyllithiumHCID 178418339—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 54411863HCID 5441186365.1%

Reaction Steps

The process is commenced by placing about 3 g of bithiophene in a round bottom flask with a side arm (for introducing an inert gas), followed by adding an anhydrous tetrahydrofuran to dissolve the bithiophene. The temperature of the solution is then lowered to −78° C. (using liquid nitrogen plus ethanol as coolant). Thereafter, about 5.8 ml of n-butyl lithium (n-BuLi) (2.5 M, dissolved in hexane) is gradually drop-added to the solution. After the temperature of the solution has returned to room temperature, the solution is continuously mixed for about 15 minutes. After this, 2.5 ml of 1-bromooctane (Br—C8H17) is added, and the solution is continuously stirred for about 10 hours. The reaction was carried out under the inert gas all the time. After a predetermined reaction time is reached, deionized water is added to terminate the reaction. An extraction is performed by adding ether to the solution. An organic layer is then collected. Another extraction of the organic layer is performed using a saturated sodium hydrogen carbonate aqueous solution, deionized water and a saturated sodium chloride solution, respectively. The resulting crude product is then purified using column chromatography (eluent is hexane) to obtain an intermediate product octylbithiophene (the yield is about 65.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07321037B2
Source datasetuspto-grants-2008_01
ORD IDord-91ad8e6863894d3ba9506a27bc961b2e
Source noteuspto-grants-2008_01