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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034325Generated: November 2, 2026

Hydrochloric Acid → 3-Hexylthiophene

https://huagongshe.com/reaction/1034325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-BromohexaneHCID 8101—
Reactant3-BromothiopheneHCID 13383—
ReactantMagnesiumHCID 5462224—
SolventDiethyl EtherHCID 3283—
Product3-HexylthiopheneHCID 56684965%

Reaction Steps

0.125 mole of n-hexylbromide was dissolved in 40 ml of ethyl ether. Then, 10 ml of ethyl ether was added in drops and also 0.13 mole of magnesium chip was added. The mixture was refluxed for 5 to 6 hours and the Grignard agent was obtained. The Grignard reagent was added to a solution consisting of 70 mg of NiDPPPCl2 and 0.106 mole of 3-bromo thiophene in drops at 0° C., then the mixture was refluxed for 12 to 15 hours. After that, the mixture was hydrolyzed with 40 ml of 1N hydrochloric acid and 150 ml of ice water. Then, ethyl ether was used to extract the mixture for a few times, and the mixture was washed with water until the solution was neutral. The extract was dried by sodium sulfate to remove the solvent. The product of 3-hexylthiophene was obtained with a yield of 65% after distillation under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05314976
Source datasetuspto-grants-1994_05
ORD IDord-a18961c5521b4d29b8824d50cd1c75dd
Source noteuspto-grants-1994_05