HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793652Generated: November 3, 2026
Boron trifluoride etherate → HCID 69591807, compound
https://huagongshe.com/reaction/1793652
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3,6-Dioxabicyclo[3.1.0]hexane | HCID 67511 | — |
| Reactant | 2,4-DIBROMO-3,5-DIMETHYLTHIOPHENE | HCID 12626348 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69591807 | HCID 69591807 | 64% |
Reaction Steps
n-Butyllithium (1.6 M in hexane; 0.239 mol) is added dropwise to a solution of 3,4-dibromo-2,5-dimethylthiophene (0.239 mol) in 325 ml of THF which has been cooled to −78° C. and the mixture is stirred for 30 minutes. 3,4-Epoxytetrahydrofuran (0.217 mol) and boron trifluoride etherate (0.217 mol) are added dropwise to this solution. The reaction solution is warmed to 0° C. and stirred for a further 3 hours. It is subsequently hydrolyzed with saturated ammonium chloride solution and the aqueous phase is extracted twice with tert-butyl methyl ether. After drying, the solvent is removed under reduced pressure and the crude product is purified by chromatography. The product is obtained as an oil in a yield of 64%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07081533B2 |
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| Source dataset | uspto-grants-2006_07 |
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| ORD ID | ord-10712981336d48529ad7b571d5791d5b |
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| Source note | uspto-grants-2006_07 |
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