HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450610Generated: October 27, 2026
5-(2,2-Dibromoethenyl)-2,2'-bithiophene → 2,2'-Bithiophene, 5-ethynyl-
https://huagongshe.com/reaction/1450610
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-(2,2-Dibromoethenyl)-2,2'-bithiophene | HCID 13113977 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2'-Bithiophene, 5-ethynyl- | HCID 6452092 | 88% |
Reaction Steps
Anhydrous 5-(2,2-dibromo-ethenyl)-2,2'-bithiophene was dissolved in anhydrous THF and stirred at -78° C. After n-BuLi was added into the solution and stirred for 1 hour, the temperature was raised to 25° C. and stirred for further 1 hour. The solution was monitored by thin layer chromatography to determine whether the reaction was completed. The reaction solution was then extracted with ether and washed with water. After the solution was washed with saturated NaCl solution and dried over anhydrous magnesium sulfate. After removal of ether, the crude product was purified by column chromatography and the oily product was obtained. The yield is 88%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05602170 |
|---|
| Source dataset | uspto-grants-1997_02 |
|---|
| ORD ID | ord-43a70787197c404c81285e26fbdb39e1 |
|---|
| Source note | uspto-grants-1997_02 |
|---|