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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912884Generated: November 3, 2026

2,5-Hexanedione → HCID 23154931, compound

https://huagongshe.com/reaction/1912884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,5-HexanedioneHCID 8035—
Reactant4-Bromo-3-(trifluoromethyl)anilineHCID 67852—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventTolueneHCID 1140—
ProductHCID 23154931HCID 2315493197.7%

Reaction Steps

In 50 mL of toluene, 3.6 g (15 mmol) of 4-bromo-3-(trifluoromethyl)aniline was dissolved, and 2.06 g (18 mmol) of 2,5-hexanedione and 54 mg (0.28 mmol) of p-toluenesulfonic acid-hydrate were added thereto and the mixture solution was refluxed with stirring for two hours. The reaction solution was partitioned between a saturated sodium bicarbonate solution and ethyl acetate and the organic layer was washed with a saturated sodium chloride solution and concentrated under reduced pressure. The obtained residue was purified by a silica gel column (n-hexane:ethyl acetate=9:1) to obtain 4.66 g (97%) of a target product as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609656B2
Source datasetuspto-grants-2013_12
ORD IDord-d1ebb4252d884c90b02b290f7959462c
Source noteuspto-grants-2013_12