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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737110Generated: October 30, 2026

Toluene → HCID 57849496, compound

https://huagongshe.com/reaction/737110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Trifluoromethyl)benzeneboronic acidHCID 2734387—
ReactantHCID 57849627HCID 57849627—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 57849496HCID 57849496—

Reaction Conditions

Temperature120 °C

Reaction Steps

The above compound could be made in the following manner: 1 eq. of 4-(4-Bromo-benzyl)-2-isopropyl-morpholine could be combined with 1.5 eq. of 2-(Trifluoromethyl)phenyl boronic acid, 10 mol % of tetrakis(triphenylphosphine)palladium(0), 6.7 eq. of 2M sodium carbonate solution, toluene and ethanol. The reaction mixture could be heated in a sealed tube at 120° C. overnight in an oil bath. The reaction mixture is filtered through Celite and concentrated in vacuo. The residue could be diluted with water and extracted with ethyl acetate. The combined organic phases could be washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material could be purified by flash chromatography to afford product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595397B2
Source datasetuspto-grants-2009_09
ORD IDord-d5dde1b76a044244a8982256f1c7d63d
Source noteuspto-grants-2009_09