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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine | HCID 13536061 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Bromo-2-(2,2,2-trifluoroethoxy)-5-(trifluoromethyl)pyridine | HCID 22000200 | 62.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06225320B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-0f5073e8b08f40c1ae1ce29e4cada108 |
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| Source note | uspto-grants-2001_05 |
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