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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386747Generated: October 26, 2026

p-METHYLACETOPHENONE → 4,4,4-Trifluoro-3-hydroxy-1-(4-methylphenyl)-3-[3-(trifluoromethyl)phenyl]butan-1-one

https://huagongshe.com/reaction/386747

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-METHYLACETOPHENONEHCID 8500—
ReactantLithium hydrideHCID 62714—
Reactant2,2,2-Trifluoro-3'-(trifluoromethyl)acetophenoneHCID 136559—
SolventTetrahydrofuranHCID 8028—
Solventtert-Butyl methyl etherHCID 15413—
Product4,4,4-Trifluoro-3-hydroxy-1-(4-methylphenyl)-3-[3-(trifluoromethyl)phenyl]butan-1-oneHCID 8664337997.2%

Reaction Steps

A solution of 2,2,2-trifluoro-1-[3-(trifluoromethyl)-phenyl]ethanone (3.0 g), 4-methylacetophenone (1.1 g) and lithium hydride (0.13 g) in tetrahydrofuran (30 mL) was stirred for 3 hours at 60° C. After the reaction solution was diluted with t-butylmethylether, the solution was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was then purified by silica gel chromatography to yield 4,4,4-trifluoro-3-hydroxy-1-(4-methylphenyl)-3-[3-(trifluoromethyl)phenyl]butan-1-one (3.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372867B2
Source datasetuspto-grants-2013_02
ORD IDord-96b2ea78106642a58b9b8b44317b6dac
Source noteuspto-grants-2013_02