Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512076Generated: October 30, 2026

Tetrahydrofuran → HCID 66667735, compound

https://huagongshe.com/reaction/512076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant4-Bromobenzyl bromideHCID 68527—
Reactant2,5-Dichloro-4-(trifluoromethyl)pyridineHCID 26986016—
ProductHCID 66667735HCID 6666773571%

Reaction Steps

To a solution of 4-bromobenzylbromide (0.43 g, 2.3 mmol) in tetrahydrofuran (8 mL) at 0° C. was added sodium hydride (60% w/w dispersion in oil; 138 mg, 3.45 mmol). The mixture was stirred for 1 hour at room temperature, then 2,5-dichloro-4-trifluoromethylpyridine (0.5 g, 2.3 mmol) was added in one portion and the reaction heated under reflux for 4 hours. The reaction mixture was cooled and partitioned between ethyl acetate (30 mL) and water (10 mL). The organic layer was dried over magnesium sulfate, filtered and evaporated in vacuo to give the crude title compound (0.61 g, 71%). This was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102621B2
Source datasetuspto-grants-2015_08
ORD IDord-5a942bbecdbc47e6864c8f875e64d4a1
Source noteuspto-grants-2015_08