Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793652Generated: November 3, 2026

Boron trifluoride etherate → HCID 69591807, compound

https://huagongshe.com/reaction/1793652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantAmmonium ChlorideHCID 25517—
Reactant3,6-Dioxabicyclo[3.1.0]hexaneHCID 67511—
Reactant2,4-DIBROMO-3,5-DIMETHYLTHIOPHENEHCID 12626348—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69591807HCID 6959180764%

Reaction Conditions

Temperature-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07081533B2
Source datasetuspto-grants-2006_07
ORD IDord-10712981336d48529ad7b571d5791d5b
Source noteuspto-grants-2006_07