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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466914Generated: October 30, 2026

Hydrochloric Acid → 2,2'-Bithiophene, 5-phenyl-

https://huagongshe.com/reaction/466914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-BromothiopheneHCID 13851—
Reactant2-bromo-5-phenylthiopheneHCID 2776313—
ReactantMagnesiumHCID 5462224—
CatalystDichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickelHCID 2724937—
SolventDiethyl EtherHCID 3283—
Product2,2'-Bithiophene, 5-phenyl-HCID 45475769.4%

Reaction Steps

In 140 ml of ether, 17.4 g (0.725 mol) of magnesium shavings was reacted according to Grignard with 118 g (0.723 mol) of 2-bromothiophene, and this solution was then introduced into 280 ml of ether, 1.5 g (2.8 mmol) of 1,3-bis(diphenylphosphino)propane nickel dichloride and 140 g (0.586 mol) of 5-bromo-2-phenylthiophene. After the slightly exothermic reaction had subsided, the mixture was stirred for 4 hours at boiling point, and the solution thus obtained was then diluted with 280 ml of ether and stirred into 280 ml of 2N hydrochloric acid solution. The crystals which precipitated out were isolated and dried. There was obtained 98.4 g (69.4% of theory) of 5-phenyl-[2,2'-bithienyl], mp. 116.5°-118° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05158598
Source datasetuspto-grants-1992_10
ORD IDord-c5032b8eae244781a9d4143b3c8a6f8c
Source noteuspto-grants-1992_10