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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104475Generated: October 30, 2026

Sodium Carbonate → Phenyl[4-phenyl-8-(trifluoromethyl)quinolin-3-yl]methanone

https://huagongshe.com/reaction/2104475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant[4-Chloro-8-(trifluoromethyl)quinolin-3-yl](phenyl)methanoneHCID 16090325—
CatalystHCID 178418397HCID 178418397—
SolventToluene ethanolHCID 21863594—
ProductPhenyl[4-phenyl-8-(trifluoromethyl)quinolin-3-yl]methanoneHCID 11360909—

Reaction Conditions

Temperature90 °C

Reaction Steps

[4-Chloro-8-(trifluoromethyl)quinolin-3-yl](phenyl)methanone (compound of formula (VII)), 0.050 g, 0.15 mmol) was taken into toluene/EtOH (3 mL/0.5 mL). Then phenylboronic acid (0.30 mmol) was added followed by 2 M Na2CO3 (0.25 mL, 0.5 mmol) and finally Pd(PPh3)4 (0.009 g, 0.0075 mmol). The reaction was heated at 90° C. for 4 hours. The solvent was removed and the resulting material was purified via column chromatography using 5% ethyl acetate in hexane to elute out 0.043 g of the title compound: MS (ESI) m/z 378 ([M+H]+); Anal. Calcd for C23H14F3NO: C, 73.21; H, 3.74; N, 3.71. Found: C, 72.16; H, 3.77; N, 3.69.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576215B2
Source datasetuspto-grants-2009_08
ORD IDord-a22ef927741145ac8ef0414a4819d3e4
Source noteuspto-grants-2009_08