HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771428Generated: November 2, 2026
2,2,2-Trifluoroethylamine hydrochloride → 1-(2-Bromophenyl)-4,4,4-trifluorobutan-2-one
https://huagongshe.com/reaction/1771428
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,2,2-Trifluoroethylamine hydrochloride | HCID 9772 | — |
| Reactant | 2-(2-Bromophenyl)acetaldehyde | HCID 11424180 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Catalyst | Zirconium chloride (ZrCl4), (T-4)- | HCID 9856075 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(2-Bromophenyl)-4,4,4-trifluorobutan-2-one | HCID 61392987 | — |
Reaction Steps
To a solution of 2,2,2-trifluoroethanamine hydrochloride (27.1 g, 200 mmol) in DCM (400 ml) and water (50 ml) was added NaNO2 (15.43 g, 241 mmol) at 0° C. and stirred for 1 h. Then cooled to 78° C. then added 2-(2-bromophenyl)acetaldehyde (20 g, 100 mmol) and ZrCl4 (30.4 g, 130 mmol) and stirred for 2 h. The reaction mixture was quenched with MeOH (30 ml). The title compound was purified by separation methods A and E. (Yield 13.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249127B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-7795026eb1df4386921892ebba64e2c3 |
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| Source note | uspto-grants-2016_02 |
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