Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976052Generated: November 1, 2026

Water → 3-Bromo-2-(2,2,2-trifluoroethoxy)-5-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/1976052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,2,2-TrifluoroethanolHCID 6409—
ReactantSodium hydrideHCID 24758—
Reactant3-Bromo-2-chloro-5-(trifluoromethyl)pyridineHCID 13536061—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-2-(2,2,2-trifluoroethoxy)-5-(trifluoromethyl)pyridineHCID 2200020062.4%

Reaction Conditions

Temperature22 °C

Reaction Steps

To 2,2,2-trifluoroethanol (1.4 ml 19.2 mmol) in tetrahydrofuran (3 ml) was added sodium hydride (760 mg, 60% suspension in oil, 19.0 mmol) and the suspension was stirred at 22° C. for 20 mins. 2-Chloro-3-bromo-5-trifluoromethylpyridine (1.0 g, 3.84 mmol) in tetrahydrofuran (2 ml) was then added and the mixture stirred for 16 hrs at 22° C., before being poured into water (100 ml) and extracted with ethyl acetate (2×100 ml). The extracts were dried (MgSO4) and concentrated to give the product as an oil (776 mg, 62% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225320B1
Source datasetuspto-grants-2001_05
ORD IDord-0f5073e8b08f40c1ae1ce29e4cada108
Source noteuspto-grants-2001_05