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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,2-Trifluoroethylamine hydrochlorideHCID 9772—
Reactant2-(2-Bromophenyl)acetaldehydeHCID 11424180—
ReactantSodium NitriteHCID 23668193—
CatalystZirconium chloride (ZrCl4), (T-4)-HCID 9856075—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product1-(2-Bromophenyl)-4,4,4-trifluorobutan-2-oneHCID 61392987—

Reaction Conditions

Temperature78 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249127B2
Source datasetuspto-grants-2016_02
ORD IDord-7795026eb1df4386921892ebba64e2c3
Source noteuspto-grants-2016_02