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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591382Generated: October 30, 2026

1-Butanol → 3,3'-Bithiophene

https://huagongshe.com/reaction/591382

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
Reactant3-BromothiopheneHCID 13383—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantThiophene-3-boronic acidHCID 581760—
SolventWaterHCID 962—
Product3,3'-BithiopheneHCID 7663898%

Reaction Conditions

Temperature100 °C

Reaction Steps

Into a glass reaction vessel equipped with a cooling apparatus were added 0.015 mmol of bis(dicyclopentyl(2-methoxyphenyl)phosphine)dichloropalladium(II), 1.5 mmol of 3-bromothiophene, 2.25 mmol of 3-thiopheneboronic acid, 3.0 mmol of potassium phosphate and 4 mL of n-butanol. The resultant mixture was stirred with heating at 100° C. for 4 hours. The resultant reaction mixture was cooled down to room temperature, 20 mL of water was added, and the mixture was extracted with 20 mL of diethyl ether twice. The resultant organic layers were mixed, and dried over anhydrous magnesium sulfate, then, filtrated, to obtain a solution. This solution was concentrated, and purified by silica gel column chromatography, to obtain 3-(3-thienyl)-thiophene with a yield of 98%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238665B2
Source datasetuspto-grants-2016_01
ORD IDord-a40c2e7f3e7b4ae5825b735aa165dc9f
Source noteuspto-grants-2016_01