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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554503Generated: November 1, 2026

Water → HCID 67460497, compound

https://huagongshe.com/reaction/554503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(Trifluoromethyl)benzaldehydeHCID 67996—
Reactant1-(Benzyloxy)-2-bromobenzeneHCID 561828—
ReactantHCID 178418244HCID 178418244—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67460497HCID 6746049782%

Reaction Steps

In a nitrogen stream, an n-butyllithium hexane solution (2.44 M, 4.0 mL) was added dropwise to a solution of 1-benzyloxy-2-bromobenzene (2.6 g, 9.9 mmol) in THF (100 mL) at −78° C. and the reaction mixture was stirred at the same temperature for 30 minutes. To this solution, 4-trifluoromethylbenzaldehyde (1.6 g, 9.0 mmol) was added dropwise at −78° C. The reaction mixture was stirred at the same temperature for two hours, and then water was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried (anhydrous magnesium sulfate), and then the solvent was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:5)] to obtain the title compound (2.6 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048897B2
Source datasetuspto-grants-2011_11
ORD IDord-b5db9d4352b54f1bb8057fc779e900fa
Source noteuspto-grants-2011_11